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Journal articles on the topic 'Amine and phenol'

Author: Grafiati

Published: 5 June 2025

Last updated: 15 July 2025

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1

Kerton, Francesca M., Stacey Holloway, Angela Power, et al. "Accelerated syntheses of amine-bis(phenol) ligands in polyethylene glycol or “on water” under microwave irradiation." Canadian Journal of Chemistry 86, no. 5 (2008): 435–43. http://dx.doi.org/10.1139/v08-043.

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Pure amine-bis(phenol) ligands are readily accessible in high yield, often >90%, when the Mannich condensation reactions are performed “on water” or in poly(ethyleneglycol) (PEG). Microwave-assisted synthesis dramatically reduces the time and energy required to prepare these molecules, typically from 24 h to 5 min. The approach seems to be widely applicable (7 amines and 5 phenols were tested to yield a diverse set of bis(phenol) ligands). Significant improvements in yield were observed for ligands derived from di-tert-amyl and di-tert-butyl phenols, possibly resulting from a hydrophobic effect. Single crystal X-ray diffraction data for the ligand derived from p-cresol and N,N′-dimethylethylenediamine is reported.Key words: amine-phenol, Mannich condensation, on water, microwave, ligand, high-throughput.

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2

Wilbrand, Sabine, Christian Neis, and Kaspar Hegetschweiler. "(S)-2,2′-Dihydroxy-N,N′-(6-hydroxyhexane-1,5-diyl)dibenzamide." Acta Crystallographica Section E Structure Reports Online 69, no. 2 (2013): o223. http://dx.doi.org/10.1107/s1600536813000354.

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In the title compound, C20H24N2O5, the dihedral angle between the two roughly planar salicylamide fragments [r.m.s. deviations = 0.043 (2) and 0.149 (2) Å] is 25.50 (5)°. The molecular conformation is stabilized by intramolecular O—H...O hydrogen bonds involving phenol –OH groups and amide O atoms. Intermolecular hydroxymethyl–amide O—H...O and amine–hydroxymethyl N—H...O hydrogen bonds form infinite chains along thebaxis. These chains are further interlinked by amine–amide N—H...O and phenol–phenol O—H...O interactions, thus giving layers parallel to (001).

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3

Liu, Shu Heng. "Study of Phenyl Phenol Formaldehyde Resin and its Curing Performance of Aniline." Advanced Materials Research 887-888 (February 2014): 665–68. http://dx.doi.org/10.4028/www.scientific.net/amr.887-888.665.

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A new polymer amine modified phenyl phenol cresol resin preparing reports, physico-chemical constants and the ability to dissolve resin was determined, on the basis ofthe resin and the ring emulsion resin curing were studied.

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4

Aljamali, Nagham Mahmood, Nour Abd Alrazzak Abd Allattif, and Sabreen Ali Abdalrahman. "Cyclization of Multi Components Reactions and (Preparation, Investigation, Thermal Curves)." American International Journal of Multidisciplinary Scientific Research 2, no. 1 (2018): 1–12. http://dx.doi.org/10.46281/aijmsr.v2i1.190.

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Many cyclic compounds were formatted via multi components reactions and cyclization reaction through many steps with ( various conditions , various starting materials , various components ), in first step , aromatic amine derivative were reacted with ammonium thiocyanate in cyclization reaction to yield 2-aminobenzothiazole derivative , which reacted with formaldehyde and benzaldehyde as a multi components reaction ., then the resulting compounds cyclized with ( semicarbazide , ortho-phenyl diamine , ortho-thiol aniline , ortho- amino phenol ). Investigation of compounds carried out through many techniques ( FT.IR , H.NMR , Mass ) – Spectra , Thermal studies

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5

Sun, Yu Xin, and Jin Zhang. "Removal of Phenol from Aqueous Solutions by Adsorption onto Amine-Modified Fly Ash Cenospheres (FACs)." Advanced Materials Research 878 (January 2014): 226–33. http://dx.doi.org/10.4028/www.scientific.net/amr.878.226.

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Removal of phenols from waters and wastewaters is an important issue in order to protect public health and environment. In an effort to develop an effective adsorbent for removal of phenol from aqueous solutions, fly ash cenospheres (FACs), the solid wastes generated from a coal-firing power plant, were modified with an amino-terminated organosilicon (γ-aminopropyltriethoxysilane, KH550). Surface properties of the KH550-modified FACs (M-FACs) were characterized by the X-ray diffraction (XRD), the scanning electron microscopy (SEM) and X-ray photoelectron spectra (XPS). The characterized results showed that KH550 was successfully grated on the surface of FACs. The effects of various experimental parameters such as solution pH, adsorbent dose, and temperature upon the phenol adsorption onto M-FACs were evaluated. The results showed solution pH had a major impact on the phenol adsorption onto M-FACs, the optimum phenol removal was observed around pH 7-9. The kinetic studies indicated that the adsorption process was best described by the pseudo-second-order kinetics, suggesting that the mainly phenol adsorption process was predominantly controlled by chemical process. M-FACs presented more than double adsorptive capacity as compared with FACs. The adsorption capacity of the regenerated adsorbents could still be maintained at 83% by the fourth adsorption-desorption cycle.

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6

Esmaeilzadeh, J., Z. Mardani, K. Moeini, C. Carpenter-Warren, A. M. Z. Slawin, and J. D. Woollins. "Coordination of an amino alcoholic Schiff base ligand toward the zinc(II) ion: spectral, structural, theoretical, and docking studies." Журнал структурной химии 63, no. 2 (2022): 233. http://dx.doi.org/10.26902/jsc_id88425.

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A new zinc(II) complex of 2-(((2-((2-hydroxyethyl)amino)ethyl)imino)methyl)phenol (L), [Zn(Lz)Br2] (1), is prepared and identified by elemental analysis, FTIR and 1H NMR spectroscopy, and single crystal X-ray diffraction. The X-ray structure analysis of 1 reveals a tetrahedrally coordinated zinc(II) complex containing the NO-donor amino alcoholic Schiff base ligand and two bromo ligands. After complexation, the ligand (L) converts to its zwitterionc form (Lz) of phenol → phenolate; amine → ammonium. In this structure, hydrogen bonds between amine and alcohol units form different types of hydrogen bond motifs, including R21(7), R22(7), R22(10), R44(24), R44(30), R66(38), and R66(44). In addition to the hydrogen bonds in this crystal network, there are π—π stacking interactions between the phenyl ring and the imine group. The ability of the ligand and its isostructural complexes [Zn(Lz)Br2] (1), [Zn(Lz)Cl2] (2), and [Zn(Lz)I2] (3) to interact with ten selected biomacromolecules (BRAF kinase, CatB, DNA gyrase, HDAC7, rHA, RNR, TrxR, TS, Top II, and B-DNA) is investigated by docking studies. The results show that in some cases, the studied compound can interact with proteins and DNA better than doxorubicin. The charge distribution pattern of the ligand and complex 1 is studied by the NBO analysis.

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7

Esmaeilzadeh, J., Z. Mardani, K. Moeini, C. Carpenter-Warren, A. M. Z. Slawin, and J. D. Woollins. "Coordination of an amino alcoholic Schiff base ligand toward the zinc(II) ion: spectral, structural, theoretical, and docking studies." Журнал структурной химии 63, no. 2 (2022): 233. http://dx.doi.org/10.26902/jsc_id88425.

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A new zinc(II) complex of 2-(((2-((2-hydroxyethyl)amino)ethyl)imino)methyl)phenol (L), [Zn(Lz)Br2] (1), is prepared and identified by elemental analysis, FTIR and 1H NMR spectroscopy, and single crystal X-ray diffraction. The X-ray structure analysis of 1 reveals a tetrahedrally coordinated zinc(II) complex containing the NO-donor amino alcoholic Schiff base ligand and two bromo ligands. After complexation, the ligand (L) converts to its zwitterionc form (Lz) of phenol → phenolate; amine → ammonium. In this structure, hydrogen bonds between amine and alcohol units form different types of hydrogen bond motifs, including R21(7), R22(7), R22(10), R44(24), R44(30), R66(38), and R66(44). In addition to the hydrogen bonds in this crystal network, there are π—π stacking interactions between the phenyl ring and the imine group. The ability of the ligand and its isostructural complexes [Zn(Lz)Br2] (1), [Zn(Lz)Cl2] (2), and [Zn(Lz)I2] (3) to interact with ten selected biomacromolecules (BRAF kinase, CatB, DNA gyrase, HDAC7, rHA, RNR, TrxR, TS, Top II, and B-DNA) is investigated by docking studies. The results show that in some cases, the studied compound can interact with proteins and DNA better than doxorubicin. The charge distribution pattern of the ligand and complex 1 is studied by the NBO analysis.

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8

Abiraj, Keelara, Gejjalagere R. Srinivasa, and D. Channe Gowda. "Simple and Efficient Reduction of Aromatic Nitro Compounds Using Recyclable Polymer-Supported Formate and Magnesium." Australian Journal of Chemistry 58, no. 2 (2005): 149. http://dx.doi.org/10.1071/ch04220.

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Aromatic nitro compounds were chemoselectively reduced to the corresponding amines using recyclable polymer-supported formate as a hydrogen donor in the presence of low-cost magnesium powder at room temperature. Use of the immobilized hydrogen donor affords the product amine in excellent yield (90–97%) without the need for any chromatographic purification steps. This method was found to be highly facile with selectivity over several other functional groups, such as halogen, alkene, nitrile, carbonyl, ester, amide, methoxy, phenol, and hydroxyl groups.

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9

Sheyi, Rotimi, Anamika Sharma, Ayman El-Faham, Beatriz G. de la Torre, and Fernando Albericio. "Phenol as a Modulator in the Chemical Reactivity of 2,4,6-Trichloro-1,3,5-triazine: Rules of the Game II." Australian Journal of Chemistry 73, no. 4 (2020): 352. http://dx.doi.org/10.1071/ch19524.

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2,4,6-Trichloro-1,3,5-triazine (TCT) is a privileged core that has the capacity to undergo sequential nucleophilic substitution reactions. Three nucleophiles, namely phenol, thiol and amine, were studied and the preferential order of incorporation on TCT was found to be first phenol, second thiol and third amine. The introduction of phenol was achieved at −20°C. The incorporation of this nucleophile in TCT helped to replace the third ‘Cl’ at 35°C, which is compatible with a biological context. The atomic charges on ‘Cl’ calculated by theoretical approaches were consistent with the experimental findings.

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10

Girisha, Marisiddaiah, Belakavadi K. Sagar, Hemmige S. Yathirajan, et al. "Eight Schiff bases derived from various salicylaldehydes: phenol–imine and keto–amine forms, conformational disorder, and supramolecular assembly in one and two dimensions." Acta Crystallographica Section C Structural Chemistry 74, no. 10 (2018): 1094–104. http://dx.doi.org/10.1107/s2053229618012287.

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Structures are reported for eight Schiff bases derived from various salicylaldehydes: five are newly synthesized and re-investigations are reported for three previously reported structures, leading, in each case, to some revision of previous conclusions. In (E)-N-(3,4-dimethylisoxazol-5-yl)-4-[(2-hydroxybenzylidene)amino]benzenesulfonamide, C18H17N3O4S, (I), and (E)-4-[(5-bromo-2-hydroxy-3-methoxybenzylidene)amino]-N-(3,4-dimethylisoxazol-5-yl)benzenesulfonamide. C19H18BrN3O5S, (II), the isoxazole rings adopt different orientations relative to the rest of the molecules, despite the additional substituents in (II) being in the aryl ring remote from the isoxazole unit. The molecules of both (E)-4-bromo-2-[(2-hydroxyphenylimino)methyl]-6-methoxyphenol, C14H12BrNO3, (III), and (E)-4-bromo-2-methoxy-6-[(2-methoxyphenylimino)methyl]phenol, C15H14BrNO3, (IV), are both effectively planar; while (III) adopts the phenol–imine constitution, (IV) adopts the keto–amine constitution. (E)-2-Methoxy-6-[(2-methoxyphenylimino)methyl]phenol, C15H15NO3, (V), which was determined previously using powder X-ray data assuming the phenol–imine constitution, has now been refined from single-crystal X-ray data, confirming the phenol–imine constitution. In (E)-3-benzoyl-2-[(5-fluoro-2-hydroxybenzylidene)amino]-4,5,6,7-tetrahydrobenzo[b]thiophene, C22H18FNO2S, (VI), the fused carbocyclic ring exhibits conformational disorder; both disorder components, having populations of 0.705 (4) and 0.295 (4), adopt half-chair conformations. The isostructural (E)-3-benzoyl-2-[(2-hydroxybenzylidene)amino)]-4,5,6,7-tetrahydrobenzo[b]thiophene, C22H19NO2S, (VII), which was originally reported as having a fully ordered structure [Kauret al.(2014).Acta Cryst.E70, o476–o477], has been rerefined using the original data set and found to exhibit the same type of disorder as found in (VI), with disordered populations having occupancies of 0.851 (3) and 0.149 (3). The triclinic polymorph of (E)-[(2-hydroxyphenylimino)methyl]phenol, C13H11NO2, (VIII), which crystallizes withZ′ = 2 in the space groupP-1, has been described variously as occurring as the keto–amine tautomer [Maciejewskaet al.(1999).J. Phys. Org. Chem.12, 875–880] and as the phenol–imine tautomer [Tunçet al.(2009).J. Chem. Crystallogr.39, 672–676]. Rerefinement of this structure using one of the original data sets shows that both of the independent molecules exist in the keto–amine form. In the structures of compounds (I), (VI), (VII) and (VIII), hydrogen bonds generate simple chains, while a chain of rings is formed in (V). Sheets are formed by hydrogen bonds in both (II) and (III), while in (IV), the sheet structure is built from aromatic π–π stacking interactions.

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11

Sidney, Taylor, Godstime Taiwo, Modoluwamu Idowu, Ibukun Amusan, Andres Pech Cervantes, and Ibukun Ogunade. "Rumen Fluid Amine/Phenol-Metabolome of Beef Steers with Divergent Residual Feed Intake Phenotype." Ruminants 3, no. 1 (2023): 1–8. http://dx.doi.org/10.3390/ruminants3010001.

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The amine/phenol-metabolome of rumen fluid was analyzed to identify amino acid metabolism-related biomarkers associated with phenotypic selection for low or high residual feed intake (RFI) in beef cattle. Fourteen beef steers (most feed-efficient (HFE; RFI = −1.89 kg/d, n = 7) and least feed-efficient (LFE; RFI = +2.05 kg/d, n = 7)) were selected from a total of 56 crossbred growing beef steers (average BW = 261 ± 18.5 kg) after a 49-d feeding period in a dry lot equipped with two GrowSafe intake nodes. Rumen fluid samples were collected 4 h after feeding on d 56, 63, and 70 from the HFE and LFE beef steers. Metabolome analysis of the rumen fluid was performed using chemical isotope labeling/liquid chromatography-mass spectrometry to identify all metabolites containing amine/phenol chemical groups, which are mostly amino acid metabolites. A total of 493 metabolites were detected and identified in the rumen fluid. The partial least squares discriminant scores plot showed a slight separation between the two groups of steers, and a total of eight metabolites were found to be differentially abundant (FDR ≤ 0.05). Out of the eight differentially abundant metabolites, four metabolites (isomer 1 of cadaverine, baeocystin, 6-methyladenine, and N(6)-methyllysine) qualified as candidate biomarkers of divergent RFI phenotype based on area under the curve ≥ 0.70. The results of this study revealed that divergent RFI phenotype is associated with alteration in rumen amine/phenol-metabolome of beef steers.

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12

Sidney, Taylor S., Godstime A. Taiwo, Modoluwamu Idowu, Andres A. Pech-Cervantes, Ibukun M. Ogunade, and Lanre Morenikeji. "323 Rumen Fluid Amine/Phenol-Metabolome of Beef Steers with Divergent Residual Feed Intake Phenotype." Journal of Animal Science 101, Supplement_3 (2023): 279–80. http://dx.doi.org/10.1093/jas/skad281.335.

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Abstract The amine/phenol-metabolome of rumen fluid was analyzed to identify amino acid metabolism-related biomarkers associated with divergent residual feed intake (RFI) phenotype in beef cattle. Fourteen beef steers [most feed-efficient (HFE; RFI = −1.89 kg/d, n = 7) and least feed-efficient (LFE; RFI = +2.05 kg/d, n = 7)] were selected from a total of 56 crossbred growing beef steers (average BW = 261 ± 18.5 kg) after a 49-d feeding period in a dry lot equipped with two GrowSafe intake nodes. Rumen fluid samples were collected 4 h after feeding on d 56, 63, and 70 from the HFE and LFE beef steers. Metabolome analysis of the rumen fluid was performed using chemical isotope labeling/liquid chromatography-mass spectrometry to identify all metabolites containing amine/phenol chemical groups, which are mostly amino acid metabolites. A total of 493 metabolites were detected and identified in the rumen fluid. The partial least squares discriminant scores plot showed a slight separation between the two groups of steers, and a total of eight metabolites were found to be differentially abundant (FDR ≤ 0.05). Out of the eight differentially abundant metabolites, four metabolites (isomer 1 of cadaverine, baeocystin, 6-methyladenine, and N(6)-methyllysine) qualified as candidate biomarkers of divergent RFI phenotype based on area under the curve ≥ 0.70. The results of this study revealed that divergent RFI phenotype is associated with alteration in rumen amine/phenol-metabolome of beef steers.

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13

van Zadelhoff, Annemiek, Jean-Paul Vincken, and Wouter J. C. de Bruijn. "Facile Amidation of Non-Protected Hydroxycinnamic Acids for the Synthesis of Natural Phenol Amides." Molecules 27, no. 7 (2022): 2203. http://dx.doi.org/10.3390/molecules27072203.

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Phenol amides are bioactive compounds naturally present in many plants. This class of compounds is known for antioxidant, anti-inflammatory, and anticancer activities. To better understand the reactivity and structure–bioactivity relationships of phenol amides, a large set of structurally diverse pure compounds are needed, however purification from plants is inefficient and laborious. Existing syntheses require multiple steps, including protection of functional groups and are generally overly complicated and only suitable for specific combinations of hydroxycinnamic acid and amine. Thus, to facilitate further studies on these promising compounds, we aimed to develop a facile general synthetic route to obtain phenol amides with a wide structural diversity. The result is a protocol for straightforward one-pot synthesis of phenol amides at room temperature within 25 h using equimolar amounts of N,N′-dicyclohexylcarbodiimide (DCC), amine, hydroxycinnamic acid, and sodium bicarbonate in aqueous acetone. Eight structurally diverse phenol amides were synthesized and fully chemically characterized. The facile synthetic route described in this work is suitable for a wide variety of biologically relevant phenol amides, consisting of different hydroxycinnamic acid subunits (coumaric acid, ferulic acid, and sinapic acid) and amine subunits (agmatine, anthranilic acid, putrescine, serotonin, tyramine, and tryptamine) with yields ranging between 14% and 24%.

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14

Najm, Reem Suhail, Qader Abdullah Shannak, and Adil Hussein Dalaf. "Synthesis and Decoration of Aromatic Derivatives Nano Platelets by the Electric Method." Azerbaijan Pharmaceutical and Pharmacotherapy J 22, no. 2 (2023): 92–97. http://dx.doi.org/10.61336/appj/22-2-22.

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The present work consists of synthesizing a five-decorated aromatic amine derivatives. The decoration involves aromatic derivatives nano-platelets through an electric process using aromatic amine derivatives such as Sulfamethoxazole, \(2\)-Amino-\(6\)-chloro benzothiole, Trimethoprim, \(2\)-Amino benzoic acid, and \(4\)-Amino phenol. This process occurs in an electric cell containing platinum electrodes with a voltage of \(1.6\) volts, resulting in the production of compound \((R1,R5)\). These compounds were characterized and diagnosed using physical and spectroscopic methods, including infrared spectroscopy (FT-IR), \(X\)-ray diffraction (XRD), electron microscopy (FESEM), atomic force microscopy (AFM), and \(H1\)-NMR.

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15

Wang, Weitao, Hao Tang, Xulu Jiang, Fu-E. Huang, and Yangmin Ma. "Quinone-amine polymers as metal-free and reductant-free catalysts for hydroxylation of benzene to phenol with molecular oxygen." Chemical Communications 55, no. 54 (2019): 7772–75. http://dx.doi.org/10.1039/c9cc03623g.

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16

Naseer Ali, Dina, Kawther Adeeb Hussein, Marwa Faeq, Yudhisman Imran, and Waled Abdo Ahmed. "Molecular Docking, Synthesis of New Schiff base Derivatives, and Study of their Biological Activity." Al-Nahrain Journal of Science 27, no. 5 (2024): 25–34. https://doi.org/10.22401/anjs.27.5.04.

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The Schiff bases (E1-E3) are generated by reacting azo derivative (A) with different amine derivatives. The Schiff bases (E1-E3) are obtained via the reaction between azo derivative with 4-methylbenzaldehyde, 4-ethyl-benzaldehyde, and 4-hydroxy-benzaldehyde. The Schiff base E1 namely:2-[(4-methylphenyl)diazenyl]-4-{(E)-[(4-methylphenyl)imino]-methyl}phenol; E2:4-{(E)-[(4-ethylphenyl)imino]-methyl}-2-[(4-methyl-phenyl)diazenyl]phenol; E3:4-{(E)-[(4-hydroxyphenyl)imino]methyl}-2-[(4-methylphenyl)diazenyl]phenol. All synthesized derivatives are characterized based on physical characteristics and spectroscopy methods, such as FT-IR and 1H-NMR. Schiff bases derivatives exhibit notable activity against Staphylococcusaureus, Escherichia coli, and Bacillus subtilis, and the derivative (E3) was particularly effective against all tested bacterial strains due to a hydroxy group in its structure. In silicoresults are the derivative E1is exhibiting multiple interactions with the glucosamine-6-phosphate (GP6)receptor most notably a hydrogen bonding between GLU488 and the azo group and others.

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17

Barlin, GB, and W. Tan. "Potential Antimalarials. III. N4-Substituted 7-Bromo-1,5-naphthyridin-4-amines." Australian Journal of Chemistry 38, no. 3 (1985): 459. http://dx.doi.org/10.1071/ch9850459.

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A series of new N4-substituted 7-bromo-1,5-naphthyridin-4-amines has been prepared from nicotinic acid through 3-bromo-8-chloro- 1,5- naphthyridine by nucleophilic replacement of the 8-chloro substituent with appropriate amines. Several of these compounds, namely 7-bromo-N- (4′-diethylamino-1′-methylbutyl)-1,5-naphthy-ridin-4-amine (′5-azabromoquine'), 4-(7′-bromo-1′,5′-naphthyridin-4′-ylamino)-2-(diethylamino-methyl)phenol and 7-bromo-N-(2′-diethylaminoethyl)-1,5- naphthyridin-4-amine showed significant antimalarial acivity. Apparent cures were effected when these test chemicals were injected intra-peritoneally in a single dose of 200 mg/kg to mice infected with Plasmodium vinckei vinckei.

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18

Nwokeleme, C. O., and J. Obeta Ugwuanyi. "Evolution of Volatile Flavour Compounds during Fermentation of African Oil Bean (Pentaclethra macrophyllaBenth) Seeds for “Ugba” Production." International Journal of Food Science 2015 (2015): 1–8. http://dx.doi.org/10.1155/2015/706328.

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Fermented African oil bean (Pentaclethra macrophyllaBenth) seed is a successful and well studied seasoning and snack in parts of Western Africa. GC-MS analysis of fermenting seeds revealed a mixture of several volatile aroma compounds which changed with time and starter organism. During natural mixed culture process 36 volatile compounds including 12 hydrocarbons, 10 esters, 5 alcohols, 2 phenols, 2 ketones, and one each of furan, amine, acid, thiophene, and lactone were identified. WhenBacillus subtiliswas used in pure culture, 30 compounds comprising 10 hydrocarbons, 8 esters, 3 alcohols, 2 amines, 2 sulfur compounds, and one of each of acid, aldehyde, phenol, ketone, and furan were identified. Sample fermented withB. megateriumproduced 29 aroma compounds comprising 9 hydrocarbons, 10 esters, 2 nitrogenous compounds, 2 ketones, 3 alcohols, and one of each of lactone, aldehyde, furan, and amine. Methyl esters of various long chain fatty acids may be key aroma compounds, based on consistency and persistence. Qualitative or quantitative contribution of individual compounds may only be determined following flavour threshold analysis.

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19

Loehlin, J. H., K. J. Franz, L. Gist, and R. H. Moore. "Supramolecular Alcohol–Amine Crystals and Their Hydrogen-Bond Patterns." Acta Crystallographica Section B Structural Science 54, no. 5 (1998): 695–704. http://dx.doi.org/10.1107/s0108768198003231.

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An analysis of the structures of five new cocrystals with saturated hydrogen bonding between amines and alcohols is presented. These five are all cocrystals with p-phenylenediamine (PDA) and a mono- or diol. The cocrystals are p-phenylenediamine–phenol (1/2) [PDA·2 phenol, (I)], p-phenylenediamine–p-phenylphenol (1/2) [PDA·2 p-phenylphenol (II)], p-phenylenediamine–2,6-dihydroxynaphthalene (1/1) [PDA·2,6-dihydroxynaphthalene (III)], p-phenylenediamine–1,6-hexanediol (1/1) [PDA·1,6-hexanediol (IV)] and p-phenylenediamine–p-chlorophenol (1/2) [PDA·2 p-chlorophenol (V)]. These crystals have two distinctly different supramolecular hydrogen-bond patterns, when considering only the hydroxyl and amine groups. There are, in addition, variations in the ways covalently bonded crosslinks connect these hydrogen-bond networks. The graph sets of the hydrogen-bond networks of these and other published saturated amine–alcohol crystals are compared and suggestions made on how to present the graph-set descriptions, especially those involving infinite two- and three-dimensional networks of intersecting chains which are characteristic of most of these materials.

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20

Pillai, M. R. A., C. S. John, J. M. Lo, et al. "Technetium complexes of pentadentate amine-phenol ligands." Nuclear Medicine and Biology 20, no. 2 (1993): 211–16. http://dx.doi.org/10.1016/0969-8051(93)90117-d.

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21

Mizutani, Tadashi, Hideki Takagi, Yoshiyuki Ueno, Takuya Horiguchi, Kimiaki Yamamura, and Hisanobu Ogoshi. "Hydrogen-bonding-based thermochromic phenol-amine complexes." Journal of Physical Organic Chemistry 11, no. 10 (1998): 737–42. http://dx.doi.org/10.1002/(sici)1099-1395(1998100)11:10<737::aid-poc36>3.0.co;2-p.

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22

Taiwo, Godstime A., Modoluwamu Idowu, Shelby Collins, et al. "325 Candidate Plasma Biomarkers Associated with Residual Feed Intake in Beef Steers." Journal of Animal Science 100, Supplement_3 (2022): 155–56. http://dx.doi.org/10.1093/jas/skac247.289.

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Abstract We applied chemical group-based metabolomics to identify blood metabolic signatures associated with residual feed intake in beef cattle. A group of 56 crossbred growing beef steers (average BW = 261 ± 18.5 kg) were adapted to a high-forage total mixed ration in a confinement dry lot equipped with GrowSafe intake nodes for period of 49 d to determine their residual feed intake (RFI) classification. After RFI determination, weekly blood samples were collected three times from beef steers with the least RFI [most efficient (HFE); n = 8; RFI = - 1.93 kg/d] and greatest RFI [least efficient (LFE); n = 8; 2.01 kg/d]. Plasma was prepared by centrifugation and composited for each steer. Metabolome analysis was conducted using a chemical isotope labeling (CIL)/liquid chromatography–mass spectrometry. Analyzed metabolites included those containing amine/phenol-, carboxylic acid-, and carbonyl-chemical groups, which are metabolites associated with metabolism of amino acids, fatty acids, and carbohydrates, respectively. A total number of 495 amine/phenol-containing metabolites were detected and identified; pathway analysis of all these metabolites showed that arginine biosynthesis and histidine metabolism were enriched (P &lt; 0.10) in HFE, relative to LFE steers. Biomarker analysis of the amine/phenol-metabolome identified methionine, 5-aminopentanoic acid, 2-aminohexanedioic acid, and 4-chlorolysine as candidate biomarkers of RFI [false discovery rate ≤ 0.05; Area Under the Curve (AUC) &gt; 0.90]. A total of 118 and 330 metabolites containing carbonyl- and carboxylic acid-chemical groups, respectively, were detected and identified; no metabolic pathways associated with these metabolites were altered and only one candidate biomarker (methionine sulfoxide) was identified. These results identified five candidate metabolite biomarkers of RFI in beef cattle which are mostly associated with amino acid metabolism. Further validation using a larger cohort of beef cattle of different genetic pedigree is required to confirm these findings.

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Pawelka, Zbigniew, and Therese Zeegers-Huyskens. "Alkyl substituent effect on the polarity of phenols-tri-n-alkylamine complexes." Canadian Journal of Chemistry 81, no. 9 (2003): 1012–18. http://dx.doi.org/10.1139/v03-107.

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The formation constants and the dipole moments of the H-bonded adducts of 1:1 and 2:1 stoichiometries formed between three different phenols (phenol, 2,4,6-trichlorophenol, and 2,4-dinitrophenol) and different tri-n-alkylamines are determined in solvents of weak polarity. The polarity of the 1:1 complexes of 2,4,6-trichlorophenol with tri-n-alkylamines markedly increases with increasing degree of amine alkylation, in contrast with the complexes involving the two other phenols. The influence of the basicity and steric hindrance of the tri-n-alkylamines on the proton-transfer constant is discussed and quantitative correlations are deduced.Key words: phenols, tri-n-alkylamines, H-bonded complexes, proton transfer, polarity, steric effect.

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24

M. D., Pravin, Chris Felshia S., and A. Gnanamani. "Preparation, characterization and reusability efficacy of amine-functionalized graphene oxide-polyphenol oxidase complex for removal of phenol from aqueous phase." RSC Advances 8, no. 67 (2018): 38416–24. http://dx.doi.org/10.1039/c8ra06364h.

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25

Li, Yanjun, Shichao Li, and Yan Kong. "Hydroxylation of benzene to phenol over heteropoly acid H5PMo10V2O40 supported on amine-functionalized MCM-41." RSC Advances 11, no. 43 (2021): 26571–80. http://dx.doi.org/10.1039/d1ra04269f.

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26

Saad, Hala Abdel Rahim, Raied Mustafa Shakir, and Mohammad Hady Mahdi. "Synthesis and Thermal Electo Conductivity of Some New Triazole Derivatives Bearing Azo or Azomethain Group." Ibn AL- Haitham Journal For Pure and Applied Science 31, no. 3 (2018): 88. http://dx.doi.org/10.30526/31.3.2018.

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Newly acid hydrazide was synthesized from ethyl 2-(2,3-dimethoxyphenoxy) acetate (2), which is cyclized to the corresponding 4-amino-1,2,4-triazole (3). Five newly azo derivatives (4a-e) were synthesized from this 1,2,4-triazole by converting the amine group to diazonium salt then reacted with various substituent phenol,as well three newly imine derivatives (5a-c) were synthesized from reacting the amine group of compound (3) with three aryl aldehyde. The thermal electro conductivity of these compounds was tested at 30, 50, 75 and 100 ᵒC. compound 4a showed interesting electro conductivity at 75ᵒC as well 5a at 75ᵒC while 5b showed significant conductivity at 100 ᵒC

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27

Ogunade, Ibukun M. "PSII-2 Beef steers with divergent average daily gain have altered plasma amine/phenol-metabolome." Journal of Animal Science 98, Supplement_4 (2020): 399. http://dx.doi.org/10.1093/jas/skaa278.701.

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Abstract This study applied a chemical isotope labeling/liquid chromatography mass spectrometry-based metabolomics technique to determine differences in plasma metabolites containing amine/phenol and carbonyl chemical groups in beef steers with divergent average daily gain (ADG). Thirty-eight Angus crossbred beef steers (21 d post-weaning; 210 ± 12 kg of BW) from a single source were housed in individual slatted floor pens and were fed the same total mixed ration (CP = 14.5% and NEg = 1.10 Mcal/kg) ad libitum for 42 d with free access to water. After 42 days of feeding, the steers were divided into two groups of lowest ADG (LF: n = 8) and highest (HF: n = 8) ADG. Blood samples were taken from both LF and HF steers and were immediately centrifuged to harvest the plasma. The average daily DM intake of the steers in LF and HF were 6.08 kg ± 0.57 and 6.04 kg ± 0.42, respectively, and was similar between the two groups (P = 0.72). The ADG of LF (0.99 kg ± 0.23) was lower (P = 0.01) than that of HF (1.63 kg ± 0.20). A total number of 42 carbonyl-containing metabolites and 229 amine/phenol-containing metabolites were identified in the plasma samples of both groups. No alteration in carbonyl-metabolome was detected. Ten metabolites including 4,6-dihydroxyquinoline, prolyl-valine, prolyl-leucine, prolyl-isoleucine, L-formylkynurenine, pyrocatechol, and histidine were greater in HF steers whereas 8 metabolites including arginine, phenylalanine, guanidoacetic acid, and aspartyl-threonine were greater in LF steers. This study demonstrated that beef steers with divergent ADG had altered plasma amine/phenol metabolome. Notably, plasma concentrations of dipeptides containing branched chain amino acid residues (prolyl-valine, prolyl-leucine, prolyl-isoleucine) and metabolites with anti-inflammatory and reactive oxygen-scavenging properties (4,6-dihydroxyquinoline and L-formylkynurenine) were greater in steers with high ADG.

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Pillai, M. R. A., K. Kothari, E. O. Schlemper, M. Corlija, R. A. Holmes, and W. A. Volkert. "Technetium complexes of tetradentate chiral amine-phenol ligands." Applied Radiation and Isotopes 44, no. 8 (1993): 1113–18. http://dx.doi.org/10.1016/0969-8043(93)90115-q.

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29

Xiang, Li, Jiawen Zhang, Lu Gong, et al. "Probing the Interaction Forces of Phenol/Amine Deposition in Wet Adhesion: Impact of Phenol/Amine Mass Ratio and Surface Properties." Langmuir 35, no. 48 (2019): 15639–50. http://dx.doi.org/10.1021/acs.langmuir.9b02022.

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30

Ortega, Maray, Raydel Manrique, Romel Jiménez, Miriam Parreño, Marcelo E. Domine, and Luis E. Arteaga-Pérez. "Secondary Amines from Catalytic Amination of Bio-Derived Phenolics over Pd/C and Rh/C: Effect of Operation Parameters." Catalysts 13, no. 4 (2023): 654. http://dx.doi.org/10.3390/catal13040654.

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The production of renewable chemicals using lignocellulosic biomass has gained significant attention in green chemistry. Among biomass-derived chemicals, secondary amines have emerged as promising intermediates for synthetic applications. Here, we report a systematic study on the reductive amination of phenolics with cyclohexylamine using Pd/C and Rh/C as catalysts. The catalytic tests were performed in batch reactors under different reaction conditions (various: amine concentration (0.1–0.4 mol/L), hydrogen pressure (0–2.5 bar), temperature (80–160 °C), and substituted phenols (phenol, o-cresol, p-cresol, and methoxyphenol)) and using tert-amyl alcohol as a solvent. The experimental observations were consistent with a multi-step mechanism, where hydrogenation of phenol to cyclohexanone is followed by condensation of the ketone with cyclohexylamine to form an imine, which is finally hydrogenated to produce secondary amines. In addition, there was evidence of parallel self-condensation of the cyclohexylamine. The study also supported a limited dehydrogenation capacity of Rh/C, unlike Pd/C, which increases this capacity at higher temperatures generating a higher yield of cyclohexylaniline (up to 15%). The study of the alkylated phenols demonstrated that the nature and propensity of hydrogenation of the phenolic controls their amination. Kinetic analysis revealed reaction orders between 0.4 and 0.7 for H2, indicating its dissociative adsorption. Meanwhile, phenol’s order (between 1–1.8) suggests a single participation of this compound in the hydrogenation step. The order of 0.4 for cyclohexylamine suggests its participation as a surface-abundant species. The apparent activation energies derived from a power law approximation were of 37 kJ/mol and 10 kJ/mol on Pd/C and Rh/C, respectively.

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31

Fonseca, Alexandra S., and Adailton J. Bortoluzzi. "Crystal structure of 3-[({2-[bis(2-hydroxybenzyl)amino]ethyl}(2-hydroxybenzyl)amino)methyl]-2-hydroxy-5-methylbenzaldehyde." Acta Crystallographica Section E Structure Reports Online 70, no. 12 (2014): 562–65. http://dx.doi.org/10.1107/s1600536814024465.

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The non-symmetric title molecule, C32H34N2O5, is based on a tetrasubstituted ethylenediamine backbone. The molecular structure consists of three hydroxybenzyl groups and one 2-hydroxy-5-methylbenzaldehyde group bonded to the N atoms of the diamine unit. The ethylenediamine skeleton shows a regular extended conformation, while the spatial orientation of the phenol arms is governed by hydrogen bonds. In the 2-hydroxy-5-methylbenzaldehyde group, an intramolecularS(6) O—H...O hydrogen bond is observed between the alcohol and aldehyde functions, and the neighbouring phenol arm participates in an intramolecularS(6) O—H...N hydrogen bond. The third phenol group is involved in a bifurcated intramolecular hydrogen bond with graph-set notationS(6) for O—H...N and O—H...O intramolecular hydrogen bonds between neighbouring amine and phenol arms, respectively. Finally, the fourth phenol group acts as an acceptor in a bifurcated intramolecular hydrogen bond and also acts as donor in an intermolecular hydrogen bond, which connects inversion-related molecules into dimers withR44(8) ring motifs.

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32

Li, Cuiqin, Peng Sun, Hongyang Yu, Na Zhang, and Jun Wang. "Scavenging ability of dendritic PAMAM bridged hindered phenolic antioxidants towards DPPH˙ and ROO˙ free radicals." RSC Advances 7, no. 4 (2017): 1869–76. http://dx.doi.org/10.1039/c6ra26134e.

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Amiraslanova, Menzer N., Shakhla R. Aliyeva, Parvana E. Isayeva, et al. "SYNTHESIS OF MONOALKYL(C8-C12)PHENOLFORMALDEHYDE OLIGOMERS MODIFIED WITH IMIDAZOLINES AND AMIDAOAMINES BASED ON NATURAL PETROLEUM ACIDS AND POLYAMINES." Oil and Gas Business, no. 1 (March 6, 2024): 89–104. http://dx.doi.org/10.17122/ogbus-2024-1-89-104.

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Monoalkyl(C8-C12)phenol-formaldehyde oligomers modified with imidazolines and amidoamines based on natural petroleum acids and polyamines have been synthesized. Diethylenetriamine, triethylenetetraamine, polyethylenepolyamines were used as amine compounds in obtaining nitrogen-containing modifiers. The component and quantitative composition of monoalkyl(C8-C12)phenol-formaldehyde oligomers modified with imidazolines and amidoamines of various compositions, the conditions for their preparation are given. The significance of the conducted research is substantiated.

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34

Liu, Wei, Yuxi Zhang, Shui Wang, Lisen Bai, Yanhui Deng, and Jingzhong Tao. "Effect of Pore Size Distribution and Amination on Adsorption Capacities of Polymeric Adsorbents." Molecules 26, no. 17 (2021): 5267. http://dx.doi.org/10.3390/molecules26175267.

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Polymeric adsorbents with different properties were synthesized via suspension polymerization. Equilibrium and kinetics experiments were then performed to verify the adsorption capacities of the resins for molecules of various sizes. The adsorption of small molecules reached equilibrium more quickly than the adsorption of large molecules. Furthermore, the resins with small pores are easy to lower their adsorption capacities for large molecules because of the pore blockage effect. After amination, the specific surface areas of the resins decreased. The average pore diameter decreased when the resin was modified with either primary or tertiary amines, but the pore diameter increased when the resin was modified with secondary amines. The phenol adsorption capacities of the amine-modified resins were reduced because of the decreased specific area. The amine-modified resins could more efficiently adsorb reactive brilliant blue 4 owing to the presence of polar functional groups.

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35

Zhou, Zekun, Zezhen Zhang, Shuman Feng, Lulu Liu, Weishan Deng, and Lili Wu. "Effective separation of dyes/salts by sulfonated covalent organic framework membranes based on phenolamine network conditioning." RSC Advances 14, no. 21 (2024): 14593–605. http://dx.doi.org/10.1039/d4ra01736f.

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This study developed a modified polyacrylonitrile (PAN) membrane controlled by a phenol–amine network and enhanced with a sulfonated covalent organic framework (SCOF), aimed at improving the efficiency of textile wastewater treatment.

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36

Iwama, Ryota, Yu Sasano, Taichi Hiramatsu, Shinya Otake, Eriko Suzuki, and Keiji Hasumi. "Amine-Regulated pri-SMTP Oxidation in SMTP Biosynthesis in Stachybotrys: Possible Implication in Nitrogen Acquisition." Journal of Fungi 8, no. 9 (2022): 975. http://dx.doi.org/10.3390/jof8090975.

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SMTP (the name SMTP is derived from Stachybotrys microspora triprenyl phenol) is a family of triprenyl phenol secondary metabolites from a black mold, Stachybotrys microspora. Some SMTP congeners exhibit anti-inflammatory and profibrinolytic activities that, in combination, contribute to the treatment of ischemic stroke. The final step in the SMTP biosynthesis is a non-enzymatic amine conjugation with an o-phthalaldehyde moiety of the precursor pre-SMTP, which can form adducts with proteins and nucleic acids. Thus, pre-SMTP formation should be a precisely regulated, rate-limiting step in the SMTP biosynthesis. To address the mechanism backing this regulation, we purified a metabolite that rapidly disappeared following amine feeding, identifying a novel compound, pri-SMTP. Furthermore, an enzyme, designated as pri-SMTP oxidase, responsible for pri-SMTP conversion to pre-SMTP, was purified. The formation of pri-SMTP, which is regulated by nitrogen and carbon nutrients, occurred in particular septate mycelia. Although pri-SMTP oxidase was expressed constitutively, the consumption of pri-SMTP was accelerated only when a primary amine was fed. Thus, SMTP biosynthesis is regulated by at least three mechanisms: (i) pri-SMTP formation affected by nutrients, (ii) the compartmentalization of pri-SMTP formation/storage, and (iii) amine-regulated pri-SMTP oxidation. Amine-regulated SMTP formation (i.e., amine-capturing with pre-SMTP) may play a role in the nitrogen acquisition/assimilation strategy in S. microspora, since pri-SMTP synthesis occurs on non-preferred nitrogen.

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37

Sobiesiak, Magdalena, and Beata Podkościelna. "SPE of Phenols on New Amine - Based Copolymers." Key Engineering Materials 605 (April 2014): 173–76. http://dx.doi.org/10.4028/www.scientific.net/kem.605.173.

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Porous microspheres, copolymers: bis [4(2-hydroxy-3-methacryloyloxypropoxy)-phenysulfide (BES.DM) and glycidyl methacrylate (GMA) have been prepared by suspension-emulsion polymerization. The copolymer (BES.DM+GMA) including reactive epoxide rings was modified with three amines: butylenediamine (BDA), diethylenetriamine (DETA), triethylenetetramine (TETA). Next, attachment of HCO3- species to the primary amine groups took place.The prepared porous polymers were used as adsorbents in off-line SPE experiments. A mixture of phenol (PH), 2-chlorophenol (ChP), 2,4-dichlorophenol (DChP) and 2,4,6-trichlorophenol (TChP) as testing compounds was applied.Depending on the way of chemical modification, the prepared adsorbents possessed diverse sorption properties towards the testing compounds. Competition of the phenolic compounds for active sites presented on the polymer surface was observed. The most effective in water purification process were polymers possessing both amine and bicarbonate groups. The best recovery results were obtained for 2,4-dichlorophenol.

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38

Yuosra Khalaf Alasadi, Fawzi Hameed Jumaa, Mohammed Ghanam Mukhlif, and , Safa Mahmood Shawkat. "Preparation, Characterization, Anti-cancer and Antibacterial Evaluation of New Schiff base and Tetrazole Derivatives." Tikrit Journal of Pure Science 28, no. 2 (2023): 12–19. http://dx.doi.org/10.25130/tjps.v28i2.1333.

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This work involved the synthesis of tetrazole derivatives 4,4'-(((sulfonylbis(4,1-phenylene))bis(diazene-2,1-dil))bis(2-(1-(4-R)phenyl]-4),5-Dihydro-1H-tetrazol-5-yl(phenol) (where R = OH or OCH3) through the reaction of the substituted amine in THF as a solvent, with sodium azide. FT-IR 1H-NMR Spectrophotometric methods were used to characterize the prepared compounds, the antibacterial activity against four types of bacteria have been studied where it has been proven that tetrazole compounds are more effective than the compounds from which it was derived, and the anticancer activity measured against MCF-7 strains of human breast cells of the synthesized compounds.

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39

Graziano, Brendan J., Bradley M. Wile та Matthias Zeller. "Palladium(II) complexes of a bridging amine bis(phenolate) ligand featuring κ2 and κ3 coordination modes". Acta Crystallographica Section E Crystallographic Communications 75, № 8 (2019): 1265–69. http://dx.doi.org/10.1107/s2056989019010454.

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Bidentate and tridentate coordination of a 2,4-di-tert-butyl-substituted bridging amine bis(phenolate) ligand to a palladium(II) center are observed within the same crystal structure, namely dichlorido({6,6′-[(ethane-1,2-diylbis(methylazanediyl)]bis(methylene)}bis(2,4-di-tert-butylphenol))palladium(II) chlorido(2,4-di-tert-butyl-6-{[(2-{[(3,5-di-tert-butyl-2-hydroxyphenyl)methyl](methyl)amino}ethyl)(methyl)amino]methyl}phenolato)palladium(II) methanol 1.685-solvate 0.315-hydrate, [PdCl2(C34H56N2O2)][PdCl(C34H55N2O2)]·1.685CH3OH·0.315H2O. Both complexes exhibit a square-planar geometry, with unbound phenol moieties participating in intermolecular hydrogen bonding with co-crystallized water and methanol. The presence of both κ2 and κ3 coordination modes arising from the same solution suggest a dynamic process in which phenol donors may coordinate or dissociate from the metal center, and offers insight into catalyst speciation throughout Pd-mediated processes. The unit cell contains dichlorido({6,6′-[(ethane-1,2-diylbis(methylazanediyl)]bis(methylene)}bis(2,4-di-tert-butylphenol))palladium(II), {(L 2)PdCl2}, and chlorido(2,4-di-tert-butyl-6-{[(2-{[(3,5-di-tert-butyl-2-hydroxyphenyl)methyl](methyl)amino}ethyl)(methyl)amino]methyl}phenolato)palladium(II), {(L 2 X)PdCl}, molecules as well as fractional water and methanol solvent molecules.

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40

Sarangi, P. K. N., J. Sahoo, S. K. Paidesetty, and G. P. Mohanta. "SYNTHESIS, SPECTRAL CHARACTERIZATION AND ANTICANCER EVALUATION OF NEW DIAZENYL SCHIFF BASE DERIVATIVES." INDIAN DRUGS 54, no. 02 (2017): 20–28. http://dx.doi.org/10.53879/id.54.02.10877.

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A series of several diazenyl Schiff base derivatives were designed and synthesized through azo coupling of diazotised primary amines with the novel synthesized Schiff base ligand (E)-N-((2-chloroquinolin-3-yl) methylene)-4-phenylthiazol-2-amine. All the synthesized compounds have been analysed by different spectral techniques such as elemental analysis, 1H NMR, FT-IR, UV-Vis and LC-MS for their structural confirmation. The above conjugates have been studied for their solvent effects by treating them with different solvents. The results of in vitro cytotoxic study of the synthesized compounds against MCF 7 (human breast cancer cell line) and K562 (Chronic Myeloid Leukemia cell line) revealed that some of the compounds show cytotoxic effect. However, the compounds (NZ)-N-(((4-bromo-3-methylphenyl) diazenyl) (2-chloroquinolin-3-yl) methylene)-4-phenylthiazol-2-amine: (5d) and 4-(((Z)-(2-chloroquinolin-3- yl)(4-phenylthiazol-2-ylimino)methyl)diazenyl)phenol (5e) showed potent cytotoxic activity in comparison to other compounds against MCF 7. Corroborating the results of anticancer activity, it is found to be observed that the compound 4- (((Z)- (2-chloroquinolin-3-yl) (4-phenylthiazol-2-ylimino)methyl) diazenyl) phenol (5e) showed excellent anticancer activity against MCF 7, which is further justified by the apoptosis study through Annexin V-FITC/PI analysis.

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41

Zhu, Shui-Dong, Jun-Jie Hu, Lu Dong, et al. "Multifunctional Zn(ii)–Yb(iii) complex enantiomers showing second-harmonic generation, near-infrared luminescence, single-molecule magnet behaviour and proton conduction." Journal of Materials Chemistry C 8, no. 45 (2020): 16032–41. http://dx.doi.org/10.1039/d0tc03687k.

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A new pair of Zn(ii)–Yb(iii) enantiomers with trinuclear structures were synthesized by using a chiral amine-phenol ligand, and they show unprecedented five-functionality by association of SMM, luminescent and proton conductive properties.

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42

Wong, Ernest, Shuang Liu, Thomas Luegger, F. Ekkehardt Hahn, and Chris Orvig. "Hexadentate N4O2 Amine Phenol Complexes of Gallium and Indium." Inorganic Chemistry 34, no. 1 (1995): 93–101. http://dx.doi.org/10.1021/ic00105a018.

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43

Qin, Yan, and Sanzhong Luo. "Nature Inspires an Aerobic Coupling of Phenol and Amine." Chem 2, no. 4 (2017): 461–62. http://dx.doi.org/10.1016/j.chempr.2017.03.012.

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44

Wang, Younseon, Eun Je Jeon, Jeehee Lee, Honggu Hwang, Seung‐Woo Cho, and Haeshin Lee. "A Phenol‐Amine Superglue Inspired by Insect Sclerotization Process." Advanced Materials 32, no. 43 (2020): 2002118. http://dx.doi.org/10.1002/adma.202002118.

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45

Barrocas, B., M. C. Neves, M. Conceição Oliveira, and O. C. Monteiro. "Enhanced photocatalytic degradation of psychoactive substances using amine-modified elongated titanate nanostructures." Environmental Science: Nano 5, no. 2 (2018): 350–61. http://dx.doi.org/10.1039/c7en00882a.

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Novel titanate nanotubes sensitized with ethylenediamine demonstrated promising photocatalytic performances for the degradation of psychoactive substances, caffeine and theophylline, and phenol removal.

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46

Glidewell, Christopher, George Ferguson, Richard M. Gregson, and Charles F. Campana. "Supramolecular chemistry of amine–phenol adducts; novel three-dimensional framework structures in adducts of bis(2-aminoethyl)amine with 4,4′-sulfonyldiphenol, 1,1,1-tris(4-hydroxyphenyl)ethane and 3,5-dihydroxybenzoic acid, and in the methanol-solvated adduct of tris(2-aminoethyl)amine with 4,4′-biphenol." Acta Crystallographica Section B Structural Science 56, no. 1 (2000): 68–84. http://dx.doi.org/10.1107/s0108768199009714.

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Bis(2-aminoethyl)amine–4,4′-sulfonyldiphenol (1/3) (1) (orthorhombic Pccn with Z′ = 0.5) is a salt, [HN(CH2CH2NH3)2]2+.[O2S(C6H4O)2]2−.[O2S(C6H4OH)2]2, containing both dianionic and neutral bis-phenol units. The neutral and anionic bis-phenol units are linked by strong O—H...O− hydrogen bonds to form ladders built from R{_4}{^4}(48) rings: each ladder is interwoven with its two nearest neighbours to form a continuous two-dimensional sheet. The amine cations play two roles: they link each ladder to its two next-nearest neighbours by means of N—H...O hydrogen bonds and they also link each sheet to the two neighbouring sheets, again via N—H...O hydrogen bonds, thus generating a three-dimensional framework. Bis(2-aminoethyl)amine–1,1,1-tris(4-hydroxyphenyl)ethane–methanol (1/4/1) (2) (triclinic P1¯ with Z′ = 0.5) consists entirely of neutral fragments. The tris-phenol units are linked by O—H...O hydrogen bonds into molecular ladders built from R{_4}{^4}(48) rings: these ladders are linked by the amine units, firstly into sheets and thence into a three-dimensional framework. Bis(2-aminoethyl)amine–3,5-dihydroxybenzoic acid (1/2) (3) (monoclinic P21/c with Z′ = 1) is a salt [HN(CH2CH2NH3)2]2+.[{(HO)2C6H3COO}−]2. The 3,5-dihydroxybenzoate anions are linked by O—H...O hydrogen bonds into interwoven and cross-connected (001) sheets linked by further O—H...O hydrogen bonds into a three-dimensional framework. The (001) sheets are further linked by ladders formed from both cations and anions. Tris(2-aminoethyl)amine–4,4′-biphenol–methanol (1/3/1), (4) (monoclinic P21), is a salt [{(H2NCH2CH2)2N(CH2CH2NH3)}+]2.[OC6H4C6H4O]2−.[HOC6H4C6H4OH]5.[MeOH]2, with Z′ = 1. The asymmetric unit, containing ten independent molecular components, can be regarded as a supermolecule held together by a total of 13 independent hydrogen bonds, of O—H...O, O—H...N and N—H...O types. The supermolecules are linked by O—H...O and N—H...O hydrogen bonds into two-dimensional sheets, generated by translation; further N—H...O hydrogen bonds around the 21 screw axes link neighbouring sheets together into a three-dimensional framework.

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Amer, Sara, Uri Miles, Michael Firer, and Flavio Grynszpan. "Turn-on Coumarin Precursor: From Hydrazine Sensor to Covalent Inhibition and Fluorescence Detection of Rabbit Muscle Aldolase." Molecules 29, no. 10 (2024): 2175. http://dx.doi.org/10.3390/molecules29102175.

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Hydrazine, a highly toxic compound, demands sensitive and selective detection methods. Building upon our previous studies with pre-coumarin OFF–ON sensors for fluoride anions, we extended our strategy to hydrazine sensing by adapting phenol protecting groups (propionate, levulinate, and γ-bromobutanoate) to our pre-coumarin scaffold. These probes reacted with hydrazine, yielding a fluorescent signal with low micromolar limits of detection. Mechanistic studies revealed that hydrazine deprotection may be outperformed by a retro-Knoevenagel reaction, where hydrazine acts as a nucleophile and a base yielding a fluorescent diimide compound (6,6′-((1E,1′E)-hydrazine-1,2diylidenebis(methaneylylidene))bis(3(diethylamino)phenol, 7). Additionally, our pre-coumarins unexpectedly reacted with primary amines, generating a fluorescent signal corresponding to phenol deprotection followed by cyclization and coumarin formation. The potential of compound 3 as a theranostic Turn-On coumarin precursor was also explored. We propose that its reaction with ALDOA produced a γ-lactam, blocking the catalytic nucleophilic amine in the enzyme’s binding site. The cleavage of the ester group in compound 3 induced the formation of fluorescent coumarin 4. This fluorescent signal was proportional to ALDOA concentration, demonstrating the potential of compound 3 for future theranostic studies in vivo.

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Abo-Amer, Anwar, Mohamed E. Moustafa, Paul D. Boyle, and Richard J. Puddephatt. "Organoplatinum Chemistry Related to Alkane Oxidation: The Effect of a Nitro Substituent in Ligands Having an Appended Phenol Group." Inorganics 12, no. 1 (2024): 32. http://dx.doi.org/10.3390/inorganics12010032.

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The organoplatinum chemistry of the ligands 2-C5H4N-CH2-NH-C6H3-2-OH-5-X (L1, X = H; L3, X = NO2) and 2-C5H4N-CH=N-C6H3-2-OH-5-X (L2, X = H; L4, X = NO2), which contain an appended phenol substituent, is described. Comparisons are made between the ligands with amine or imine groups (L1, L3 vs. L2, L4) and ligands with X = H or NO2 (L1, L2 vs. L3, L4), and major differences are observed. Thus, on reaction with the cycloneophylplatinum(II) complex [{Pt(CH2CMe2C6H4)(μ-SMe2)}2], ligands L1, L2 and L4 give the corresponding platinum(II) complexes [Pt(CH2CMe2C6H4)(κ2-N,N′-L)], containing a Pt··HO hydrogen bond, whereas L3 gives a mixture of isomeric platinum(IV) hydride complexes [PtH(CH2CMe2C6H4)(κ3-N,N′,O-L3-H)], which are formed by oxidative addition of the phenol O-H bond and which react further with oxygen to give [Pt(OH)(CH2CMe2C6H4)(κ3-N,N′,O-L3-H)]. The differences in reactivity are proposed to be due to the greater acidity of the nitro-substituted phenol groups in L3 and L4 and to the greater ability of the deprotonated amine ligand L3 over L4 to stabilize platinum(IV) by adopting the fac-κ3-N,N′,O-L3-H coordination mode.

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S M, Dhivya, and Kalaichelvi K. "PHYTOCHEMICAL STUDIES AND GAS CHROMATOGRAPHY-MASS SPECTROMETRY ANALYSIS OF SARCOSTEMMA BREVISTIGMA, WIGHT & ARN." Asian Journal of Pharmaceutical and Clinical Research 10, no. 3 (2017): 462. http://dx.doi.org/10.22159/ajpcr.2017.v10i3.16538.

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ABSTRACTObjective: To explore the phytochemical constituents present in Sarcostemma brevistigma using gas chromatography-mass spectrometry (GC-MS).Methods: Preliminary phytochemical analysis of secondary metabolites was made by following standard procedures. GC-MS analysis of the plantextracts was performed by using GC-MS equipped with a DB-35MS capillary standard non-polar column and gas chromatograph interfaced to a MassSelective Detector (MS-DSQ-II) with Xcalibur software.Results: The qualitative phytochemical analysis of this species exhibited the presence of alkaloids, glycosides, flavonoids, phenols, steroids, aminoacids, tannins, terpenoids, quinones, and coumarin. The GC-MS analysis revealed the presence of 24 compounds in the ethanolic extract of aerial partof Sarcostemma brevistigma. The most prevailing compound was 14,17 bis(dimethylaminoamino)[3.3]paracyclophan-5,8-diacetonitrile (14.86%).Conclusion: The study concludes that the species Sarcostemma brevistigma is a potential source for bioactive compounds such as esters, alkanes,alcohols, alkenes, amide, amine, phenol, ketone, and so forth. This study justifies the traditional usage of this species.Keywords: Gas chromatography-mass spectrometry, Sarcostemma brevistigma, Phytochemical compounds, Medicinal plants.

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50

Somnath, S. Gholap, B. Tambe Ganesh, and H. GiII Charansingh. "Chemoselective acylation of amines, thiols and phenols using 2,4,6-triacyloxy-1,3,5-triazine (TAT) as a new and effective reagent under mild condition." Journal of Indian Chemical Society Vol. 86, Feb 2009 (2009): 179–82. https://doi.org/10.5281/zenodo.5808512.

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Post Graduate Department and Research Centre, P. V. P. College, Pravaranagar (Loni Kd.), Ahmednagar-413 713, Maharashtra, India <em>E-mail:</em> ssgholap2002@yahoo.com Department of Chemistry Dr. Babasaheb Ambedkar Marathwada University, Aurangabad-431 004, Maharashtra, India <em>Manuscript received 14 November 2007, revised 30 June 2008, accepted 24 September 2008</em>  A facile chemoselective acylation of amines, thiols and phenols using 2,4,6-triacyloxy-1,3,5-triazine (TAT) under mild condition is described. New reagent, high product yield, short reaction time, ease of operation and solvent free reaction condition is the most acceptable feature of the present method.

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