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Journal articles on the topic 'Polyfunctional compound'

Author: Grafiati

Published: 4 June 2021

Last updated: 6 February 2022

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1

Petráková, Eva, Jan Schraml, Ján Hirsch, Magdalena Kvíčalová, Jan Zelený, and Václav Chvalovský. "Analysis of oligosaccharides. 29Si and 13C NMR spectra of pertrimethylsilylated oligosaccharides derived from xylopyranose." Collection of Czechoslovak Chemical Communications 52, no. 6 (1987): 1501–13. http://dx.doi.org/10.1135/cccc19871501.

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29Si and 13C chemical shifts are reported for a series of 30 pertrimethylsilylated oligosaccharides containing xylopyranosyl unit. The number of lines in 29Si NMR spectra is in all cases in agreement with the number of hydroxyl groups present in the parent compound prior to trimethylsilylation. The results demonstrate the usefulness of 29Si NMR spectroscopy for the analysis of oligosaccharides and other polyfunctional compounds. The validity of direct additivity of 13C chemical shifts is tested on some model trisaccharides.

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2

Vivod, Vera, C. Q. Yang, and Bojana Voncina. "Non-Formaldehyde Polyfunctional Crosslinking System for Cotton." Advanced Materials Research 441 (January 2012): 5–9. http://dx.doi.org/10.4028/www.scientific.net/amr.441.5.

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Crosslinking of cotton with polycarboxylic acid, applied with catalysts based on phosphorus-containing inorganic acids, produces fabrics with excellent smooth-drying properties, which release no formaldehyde at any stage of preparation or on storage. If polycarboxylic acid has three or more carboxylic acid groups, the formation of such an anhydride can occur more than once and crosslinking of the cellulose molecule occurs. In our research work the use of an unsaturated bifunctional acid (maleic acid) and a phosphorus-containing inorganic compound (sodium hydroxyphosphinite) to obtain durable press finishing properties and flame retardant properties was studied.

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3

Abderrezak, Meriem K., Kristýna Šichová, Nancy Dominguez-Boblett, Antoine Dupé, Zahia Kabouche, Christian Bruneau, and Cédric Fischmeister. "Cross metathesis of unsaturated epoxides for the synthesis of polyfunctional building blocks." Beilstein Journal of Organic Chemistry 11 (October 8, 2015): 1876–80. http://dx.doi.org/10.3762/bjoc.11.201.

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The cross metathesis of 1,2-epoxy-5-hexene (1) with methyl acrylate and acrylonitrile was investigated as an entry to the synthesis of polyfunctional compounds. The resulting cross metathesis products were hydrogenated in a tandem fashion employing the residual ruthenium from the metathesis step as the hydrogenation catalyst. Interestingly, the epoxide ring remained unreactive toward this hydrogenation method. The saturated compound resulting from the cross metathesis of 1 with methyl acrylate was transformed by means of nucleophilic ring-opening of the epoxide to furnish a diol, an alkoxy alcohol and an amino alcohol in high yields.

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4

MacKay, Allison A., and Dharni Vasudevan. "Polyfunctional Ionogenic Compound Sorption: Challenges and New Approaches To Advance Predictive Models." Environmental Science & Technology 46, no. 17 (August 24, 2012): 9209–23. http://dx.doi.org/10.1021/es301036t.

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5

Mohareb, R. M., and S. M. Fahmy. "Reaction of Malononitrile and Ethyl Cyanoacetate: a Novel Synthesis of Polyfunctional Pyridine Derivatives." Zeitschrift für Naturforschung B 40, no. 11 (November 1, 1985): 1537–40. http://dx.doi.org/10.1515/znb-1985-1120.

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Malononitrile reacts with ethyl cyanoacetate to give a polyfunctional substituted pyridine derivative 5. The latter compound reacts with aniline, hydrazines and aromatic aldehydes to give condensated products. The active methylene of 5 couples with benzenediazonium chloride to give the phenylhydrazone derivative which cyclises readily to give a pyrido[2,3-d]pyridazine derivative. 5 reacts with trichloroacetonitrile, and carbon disulphide to give fused heterocyclic derivatives.

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6

Perminova, Daria A., Victor S. Malkov, Irina Kurzina, Tatiana B. Babushkina, and Anton M. Nachkebiya. "Effect of Bicyclic Polyfunctional Modifier (BPM) on the Characteristics of Wood Composite Materials Based on Urea Formaldehyde Oligomers." Advanced Materials Research 880 (January 2014): 32–35. http://dx.doi.org/10.4028/www.scientific.net/amr.880.32.

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The paper represents the results of research related to the application of urea and glyoxal condensation product to modify the urea-formaldehyde resins (UF resins) aiming to obtain low-toxicity wood plates on the basis thereof. It was stated that the bicyclic polyfunctional compound is an effective modifier which not only does allow reducing the toxicity of wood-composite materials based on UF resins, but also increasing their physical-mechanical characteristics.

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7

Kawauchi, Takehiro, Tsubasa Osawa, Shunichiro Matsumura, Takuto Mori, Nobuyuki Furukawa, Kazunori Ishikawa, Koju Iwasaki, and Tsutomu Takeichi. "High-Performance Polybenzoxazine Derived from Polyfunctional Benzoxazine Composed of an Oligonuclear Phenolic Compound Having a 4,4′-Dimethylenebiphenyl Linker." Macromolecular Chemistry and Physics 220, no. 1 (September 20, 2018): 1800317. http://dx.doi.org/10.1002/macp.201800317.

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8

Kawauchi, Takehiro, Tsubasa Osawa, Shunichiro Matsumura, Takuto Mori, Nobuyuki Furukawa, Kazunori Ishikawa, Koju Iwasaki, and Tsutomu Takeichi. "High-Performance Polybenzoxazine Derived from Polyfunctional Benzoxazine Composed of an Oligonuclear Phenolic Compound Having a 4,4′-Dimethylenebiphenyl Linker." Macromolecular Chemistry and Physics 220, no. 1 (January 2019): 1970001. http://dx.doi.org/10.1002/macp.201970001.

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9

Karai, Oumaima, Sara Hajib, Serigne Abdou Khadir Fall, Salaheddine Boukhssas, Khadim Dioukhane, Younas Aouine, Brahim Labriti, Hassane Faraj, and Anouar Alami. "Comparative Study of Synthesis, Structural and Antioxidant Activity In Vitro of Some New Carboxylic α,α-diaminodiesters Derivatives." European Journal of Advanced Chemistry Research 2, no. 3 (July 13, 2021): 6–13. http://dx.doi.org/10.24018/ejchem.2021.2.3.64.

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Considering the richness of heterocyclic chemistry, and the diversity of applications it possesses, in the present work we were interested in preparing new polyfunctional α,α-diaminodiesters derived from glycine, via the N-alkylation reaction of methyl 2-azido-2-benzamidoacetate with a series of heterocyclic and non-heterocyclic carboxylic aminoesters, using different bases. The structures of the synthesized molecules were characterized by 1D and 2D NMR spectroscopy, mass spectrometry (MS-ESI) and elemental analysis. Two compounds from this series were isolated as single crystals and their chemical structures were determined by X-ray diffraction. The antioxidant effect of the synthesized compounds was tested in vitro using the free radical scavenging power (DPPH) and reducing power (FRAP) tests. The results show that the different extracts tested have a relatively high antioxidant power compared to the positive control considered, especially for the compound methyl 2-benzamido-2-(2-methoxy-2-oxo-1-phenylethyl)amino)acetate, which showed a very strong antiradical power and reducing power.

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10

Pi-Boleda, Bernat, María Campos, Marta Sans, Antonio Basavilbaso, Ona Illa, Vicenç Branchadell, Juan Estévez, and Rosa Ortuño. "Synthesis and Gelling Abilities of Polyfunctional Cyclohexane-1,2-dicarboxylic Acid Bisamides: Influence of the Hydroxyl Groups." Molecules 24, no. 2 (January 19, 2019): 352. http://dx.doi.org/10.3390/molecules24020352.

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New enantiomerically pure C16-alkyl diamides derived from trihydroxy cyclohexane-1,2-dicarboxylic acid have been synthesized from (−)-shikimic acid. The hydroxyl groups in these compounds are free or, alternatively, they present full or partial protection. Their gelling abilities towards several solvents have been tested and rationalized by means of the combined use of Hansen solubility parameters, scanning electron microscopy (SEM), and circular dichroism (CD), as well as computational calculations. All the results allowed us to account for the capability of each type of organogelator to interact with different solvents and for the main mode of aggregation. Thus, compounds with fully protected hydroxyl groups are good organogelators for methanol and ethanol. In contrast, a related compound bearing three free hydroxyl groups is insoluble in water and polar solvents including alcohols but it is able to gelate some low-polarity solvents. This last behavior can be justified by strong hydrogen bonding between molecules of organogelator, which competes advantageously with polar solvent interactions. As an intermediate case, an organogelator with two free hydroxyl groups presents an ambivalent ability to gelate both apolar and polar solvents by means of two aggregation patterns. These involve hydrogen bonding interactions of the unprotected hydroxyl groups in apolar solvents and intermolecular interactions between amide groups in polar ones.

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11

Compernolle, S., K. Ceulemans, and J. F. Müller. "EVAPORATION: a new vapour pressure estimation methodfor organic molecules including non-additivity and intramolecular interactions." Atmospheric Chemistry and Physics 11, no. 18 (September 16, 2011): 9431–50. http://dx.doi.org/10.5194/acp-11-9431-2011.

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Abstract. We present EVAPORATION (Estimation of VApour Pressure of ORganics, Accounting for Temperature, Intramolecular, and Non-additivity effects), a method to predict (subcooled) liquid pure compound vapour pressure p0 of organic molecules that requires only molecular structure as input. The method is applicable to zero-, mono- and polyfunctional molecules. A simple formula to describe log10p0(T) is employed, that takes into account both a wide temperature dependence and the non-additivity of functional groups. In order to match the recent data on functionalised diacids an empirical modification to the method was introduced. Contributions due to carbon skeleton, functional groups, and intramolecular interaction between groups are included. Molecules typically originating from oxidation of biogenic molecules are within the scope of this method: aldehydes, ketones, alcohols, ethers, esters, nitrates, acids, peroxides, hydroperoxides, peroxy acyl nitrates and peracids. Therefore the method is especially suited to describe compounds forming secondary organic aerosol (SOA).

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12

Perez, R. M., J. K. W. Sandler, V. Altstädt, T. Hoffmann, D. Pospiech, J. Artner, M. Ciesielski, M. Döring, A. I. Balabanovich, and B. Schartel. "Effective halogen-free flame retardancy for a monocomponent polyfunctional epoxy using an oligomeric organophosphorus compound." Journal of Materials Science 41, no. 24 (November 11, 2006): 8347–51. http://dx.doi.org/10.1007/s10853-006-1079-3.

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13

Elnagdi, Mohamed Hilmy, Fatma Abdel Maksoud Abdel Aal, Ebtisam Abdel Aziz Hafez, and Youssef Mahfouz Yassin. "Studies on Alkyl Heterocyclic Aromatic Compounds: New Routes for the Synthesis of Polyazanaphthalenes." Zeitschrift für Naturforschung B 44, no. 6 (June 1, 1989): 683–89. http://dx.doi.org/10.1515/znb-1989-0612.

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Several new polyfunctionally substituted polyazanaphthalene derivatives could be synthesized via condensing readily obtainable polyfunctional nitriles with substituted alkyl heteroaromatic derivatives and reacting the latter derivatives with electrophilic reagents

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14

Bourne, N., L. R. Stanberry, E. R. Kern, G. Holan, B. Matthews, and D. I. Bernstein. "Dendrimers, a New Class of Candidate Topical Microbicides with Activity against Herpes Simplex Virus Infection." Antimicrobial Agents and Chemotherapy 44, no. 9 (September 1, 2000): 2471–74. http://dx.doi.org/10.1128/aac.44.9.2471-2474.2000.

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ABSTRACT Dendrimers are large highly branched macromolecules synthesized from a polyfunctional core. They have shown a variety of biological properties, including, in some instances, antiviral activity. In this study, five dendrimers were evaluated for in vitro activity against herpes simplex virus (HSV) types 1 and 2 by cytopathic effect (CPE) inhibition and plaque reduction (PR) assay in human foreskin fibroblast cells. All of the compounds were active against both virus types in the CPE inhibition assay, in which drug was added to the cells prior to the addition of virus. Antiviral activity was reduced or lost in the PR assays, in which the cells were incubated with the virus before the drug was added. The prophylactic efficacy suggested that the dendrimers might have potential as topical microbicides, products intended to be applied to the vaginal or rectal mucosa to protect against sexually transmitted infections. Three dendrimers were evaluated for this application against genital HSV infection in mice. Two of the compounds, BRI-2999 and BRI-6741, significantly reduced infection rates when 15 μl of a 100-mg/ml solution was administered immediately prior to intravaginal challenge, and the most effective compound, BRI-2999, provided significant protection even when applied 30 min before challenge. This is the first report of microbicidal activity by dendrimers in vivo.

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15

Bernstein, D. I., L. R. Stanberry, S. Sacks, N. K. Ayisi, Y. H. Gong, J. Ireland, R. J. Mumper, et al. "Evaluations of Unformulated and Formulated Dendrimer-Based Microbicide Candidates in Mouse and Guinea Pig Models of Genital Herpes." Antimicrobial Agents and Chemotherapy 47, no. 12 (December 2003): 3784–88. http://dx.doi.org/10.1128/aac.47.12.3784-3788.2003.

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ABSTRACT Prevention of sexually transmitted infections is a priority in developed and developing countries. One approach to prevention is the use of topical microbicides, and one promising approach is the use of dendrimers, highly branched macromolecules synthesized from a polyfunctional core. Three new dendrimer products developed to provide stable and cost-efficient microbicides were initially evaluated in vitro for anti-herpes simplex virus activity and then in vivo by using a mouse model of genital herpes. From these experiments one product, SPL7013, was chosen for further evaluation to define the dose and duration of protection. Unformulated SPL7013 provided significant protection from genital herpes disease and infection at concentrations as low as 1 mg/ml and for at least 1 h following topical (intravaginal) administration of 10 mg/ml. This compound was then formulated into three vehicles and further evaluated in mouse and guinea pig models of genital herpes infection. In the murine evaluations each of the formulations provided significant protection at concentrations of 10 and 50 mg/ml. Formulated compounds provided protection for at least 1 h at a concentration of 10 mg/ml. From these experiments formulation 2V was chosen for dose ranging experiments using the guinea pig model of genital herpes. The guinea pig evaluations suggested that doses of 30 to 50 mg/ml were required for optimal protection. From these studies a lead compound and formulation (2V of SPL7013) was chosen for ongoing evaluations in primate models of simian immunodeficiency virus and Chlamydia trachomatis infection.

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16

Alekseev, Sergey G. "A Brief history of the chemical transformation of 2,4,6-trinitrotoluene." Butlerov Communications 62, no. 4 (April 30, 2020): 1–11. http://dx.doi.org/10.37952/roi-jbc-01/20-62-4-1.

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The results of works published in the open press over the past 100 years on the possibilities of converting one of the most well-known and widely used blasting explosives (EX) – 2,4,6-trinitrotoluene (TNT, TOL, TNT) into "conversion" chemical products are summarized having a diverse and commercially attractive application. Examples of the first industrial use of TNT are not given as explosives, but as inexpensive and affordable chemical raw materials for the production of components of photosensitive compositions. The reasons for the second more intensive period of development of works (late 20th – early 21st centuries) on revealing the synthetic potential of TNT are noted. The most promising areas of work are discussed: the synthesis of polyfunctional organic compounds of a carbo (hetero) cyclic structure, interesting as biologically active substances, precursors for the synthesis of pharmaceuticals, original polymers and resins, etc. The article makes assumptions about the reasons for the fact that so far TNT has not found wide practical application as an almost universal starting compound for obtaining a wide range of products of small and large-tonnage organic intesa. Using examples of the results of their own work on obtaining original, effective dyes and pigments, sorption-active compounds, structural analogues of hard-to-reach, but practically significant natural substances, the authors suggest ways of involving TNT in the practice of industrial organic synthesis.

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17

Kuznetsov, Dmitry N., Konstantin I. Kobrakov, and Sergey S. Bobylev. "SPECTRAL-LUMINESCENT PROPERTIES OF SOME NEW DIHYDROXY-2H-1-BENZOPYRAN-2-ONES SYNTHESIZED BASED ON 2,4,6-TRIHYDROXYTOLUENE." IZVESTIYA VYSSHIKH UCHEBNYKH ZAVEDENII KHIMIYA KHIMICHESKAYA TEKHNOLOGIYA 63, no. 9 (July 27, 2020): 37–42. http://dx.doi.org/10.6060/ivkkt.20206309.6226.

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2,4,6-trihydroxytoluene (methylphloroglucinol) is a promising reagent in organic synthesis, after development out getting it from 2,4,6-trinitrotoluene. We previously synthesized of derivatives of 5,7-dihydroxy-2H-1-benzopyran-2-ones by the interaction of 2,4,6-trihydroxytoluene and 2,4,6 -trihydroxy-3-methylbenzoic acid with polyfunctional carbonyl compounds. The first time, a detailed analysis of the electronic absorption and fluorescence spectra of derivatives of 5,7-dihydroxy-2H-1-benzopyran-2-ones is carried out. In the electronic absorption spectra of the studied compounds, the absorption in the long-wavelength region of the spectrum is determined by electronic transitions with intramolecular charge carry. The possibility of controlling the bathochromic or hypsochromic shift of the long-wavelength absorption band by introducing substituents of various electronic nature into the molecule has been revealed. It was shown that some of the studied compounds have pronounced luminescence in the blue-green region of the spectrum (390–508 nm) with a quantum yield of 9–40%. The highest quantum yield (38%) was achieved when the 5,7-dihydroxy-2H-1-benzopyran-2-one carboxyl group was introduced into position 6. The bromination of this compound leads to a decrease in the quantum yield to 9.5 % The introduction into the 3 position of 5,7-dihydroxy-4,8-dimethylchromen-2-one phenyl substituted fragment along with O-acylation leads to a sharp decrease in the quantum yield. It is concluded that the studied objects are promising as basic structures for the search for new biosensors.

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Matveev, E. Yu, S. S. Akimov, A. S. Kubasov, V. M. Retivov, K. Yu Zhizhin, and N. T. Kuznetsov. "THE METHOD FOR OBTAINING A DERIVATIVE CLOSO-DECABORATE ANION WITH PENDANTE DTPA-GROUP." Fine Chemical Technologies 14, no. 1 (February 28, 2019): 59–65. http://dx.doi.org/10.32362/2410-6593-2019-14-1-59-65.

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This paper describes the method for obtaining a new derivative of the closo-decaborate anion with diethylenetriaminepentaacetic acid (DTPA) as a pendant group attached to the boron cluster through an alkoxyl spacer chain. This derivative is formed by the interaction of 1,4-dioxane derivative of the anion [B10H10]2- with DTPA potassium salt in an aqueous medium. As a result of the reaction, an exo-polyhedral cyclic substituent is opened, and then the addition of a polyfunctional group through an oxygen atom occurs. The synthesized compound is in fact an effective polydentate ligand capable of coordinating to the complexing agent both due to the donor atoms of the attached DTPA fragment and through the formation of three-center two-electron bonds. The obtained compound interacts with gadolinium(III) carbonate forming a complex of the composition [Gd2B10H9O2C4H8(dtpa)]·3H2O. The synthesized substances were studied by IR spectroscopy, polynuclear (11B, 13C and 1H) NMR spectroscopy, ESI mass spectrometry, elemental and thermographic analysis. closo-Decaborate with the pendant DTPA group is of interest in 10B neutron capture therapy of malignant tumors due to the high content of boron atoms and a convenient way of their transport to the affected cells. The obtained boron-containing derivatives of gadolinium(III) can act as drugs of combined action, because they can perform, in addition to the above described therapeutic function, the diagnostic function due to the presence of gadolinium atoms int hem.

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19

Qu, Yun, James A. Fitzgerald, Holger Rauter, and Nicholas Farrell. "Approaches to Selective DNA Binding in Polyfunctional Dinuclear Platinum Chemistry. The Synthesis of a Trifunctional Compound and Its Interaction with the Mononucleotide 5‘-Guanosine Monophosphate." Inorganic Chemistry 40, no. 24 (November 2001): 6324–27. http://dx.doi.org/10.1021/ic010584l.

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20

Júnior, Roldão Pimentel de Araújo, Adão Lincon Bezerra Montel, José Expedito Cavalcante da Silva, Sergio Donizeti Ascêncio, and José Maria Rodrigues da Luz. "Use of Crab Shell (Ucides cordatus) in Portland Cement Matrices." Journal of Agricultural Science 12, no. 1 (December 15, 2019): 200. http://dx.doi.org/10.5539/jas.v12n1p200.

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The high consume of crustaceans in human food has generated a large quantities of residues, such as the crab shell of Ucides cordatus (caranguejo-uçá), in Brazil. These residues are disposed in the environment. The development of new materials using crab shells chitin for biotechnological applications in civil construction is of great interest to the scientific community. The residues addition in the cement can reduce electricity consumption, CO2 emissions and other environmental damage from this human activity. Thus, the aims of this study were the use of U. Cordatus residues for hydroxyapatite and chitosan production and the incorporation of these compounds in Portland cement matrix, as a viable alternative to improve the properties of the paste and mortar when fresh or hardened. The crab shells were obtained from a fishermen's cooperative after meat extraction. The cement for the production of pastes and mortars was CPII F-40 Portland with filer. The proportion of biomaterial in the cement matrix was of 1 to 5% (w/w). The physical and chemical properties of this material were determined in the fresh and hardened states. Biopolimers of the crab shells promoted changes in consistency, reduced setting time of pastes and mortars and an increase in strength to the axial compressive. These changes may be due to the hydrophilic groups of this compound and the greatest water retention that causes increase the number of nucleation points of the cement and paste grains becomes denser and homogeneous. Thus, the addition of biopolimers in the cement matrix may function as a polyfunctional additive. Furthermore, this process contributes to the reduction of environmental damage caused by improper disposal of crab shells and may represent an economic enhancement of this by-product of the food industry.

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Sowińska, Marta, Monika Szeliga, Maja Morawiak, Elżbieta Ziemińska, Barbara Zabłocka, and Zofia Urbańczyk-Lipkowska. "Peptide Dendrimers with Non-Symmetric Bola Structure Exert Long Term Effect on Glioblastoma and Neuroblastoma Cell Lines." Biomolecules 11, no. 3 (March 15, 2021): 435. http://dx.doi.org/10.3390/biom11030435.

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Background: Glioblastoma (GBM) is the most common malignant tumor of the central nervous system (CNS). Neuroblastoma (NB) is one of the most common cancers of childhood derived from the neural crest cells. The survival rate for patients with GBM and high-risk NB is poor; therefore, novel therapeutic approaches are needed. Increasing evidence suggests a dual role of redox-active compounds in both tumorigenesis and cancer treatment. Therefore, in this study, polyfunctional peptide-based dendrimeric molecules of the bola structure carrying residues with antiproliferative potential on one side and the antioxidant residues on the other side were designed. Methods: We synthesized non-symmetric bola dendrimers and assessed their radical scavenging potency as well as redox capability. The influence of dendrimers on viability of rat primary cerebellar neurons (CGC) and normal human astrocytes (NHA) was determined by propidium iodide staining and cell counting. Cytotoxicity against human GBM cell lines, T98G and LN229, and NB cell line SH-SY5Y was assessed by cell counting and colony forming assay. Results: Testing of CGC and NHA viability allowed to establish a range of optimal dendrimers structure and concentration for further evaluation of their impact on two human GBM and one human NB cell lines. According to ABTS, DPPH, FRAP, and CUPRAC antioxidant tests, the most toxic for normal cells were dendrimers with high charge and an excess of antioxidant residues (Trp and PABA) on both sides of the bola structure. At 5 μM concentration, most of the tested dendrimers neither reduced rat CGC viability below 50–40%, nor harmed human neurons (NHA). The same dose of compounds 16 or 22, after 30 min treatment decreased the number of SH-SY5Y and LN229 cells, but did not affect the number of T98G cells 48 h post treatment. However, either compound significantly reduced the number of colonies formed by SH-SY5Y, LN229, and T98G cells measured 14 days after treatment. Conclusions: Peptide dendrimers with non-symmetric bola structure are excellent scaffolds for design of molecules with pro/antioxidant functionality. Design of molecules with an excess of positive charges and antioxidant residues rendered molecules with high neurotoxicity. Single, 30 min exposition of the GBM and NB cell lines to the selected bola dendrimers significantly suppressed their clonogenic potential

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Madhusudhan, V., and B. G. K. Murthy. "Polyfunctional compounds from cardanol." Progress in Organic Coatings 20, no. 1 (March 1992): 63–71. http://dx.doi.org/10.1016/0033-0655(92)85004-f.

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Raskil’dina, Gul’nara Z., Yulianna G. Borisova, Natalia N. Mikhaiylova, Semyon S. Zlotskiy, Louise M. Mryasova, and Vyacheslav M. Kuznetsov. "PLANT GROWTH REGULATORS BASED ON CYCLIC KETALS AND THEIR DERIVATIVES." IZVESTIYA VYSSHIKH UCHEBNYKH ZAVEDENIY KHIMIYA KHIMICHESKAYA TEKHNOLOGIYA 60, no. 1 (March 1, 2017): 95. http://dx.doi.org/10.6060/tcct.2017601.5475.

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For citation:Raskil’dinaG.Z., BorisovaY.G., MikhailovaN.N., MryasovaL.M., KuznetsovV.M., ZlotskiyS.S. Plant growth regulators based on cyclic ketals and their derivatives. Izv. Vyssh. Uchebn. Zaved. Khim. Khim. Tekhnol. 2017. V. 60. N 1. P. 95-101.Low toxicity of polyfunctional 1,3-dioxocyclicalkanes to soil bacteria allows to consider the compounds of this class as perspective herbicides. In this regard, we studied the herbicidal activity of a series of substituted cyclic ketals, their derivatives and alkenylmalonates. On the basis of commercially available triols the corresponding cyclic ketals were obtained with a yield more than 90%. O-alkylation of alcohol according to the methods led to the corresponding ethers and esters. The glycerol monoethers were obtained quantitatively by acid hydrolysis of ketals. Growth-regulatory activity of the synthesized compounds was determined in vitro on wheat and pea seedlings according to a known procedure (aromatic solvent - nefras A 150/330, surfactant - oxyethylated izononilfenol neonol AF-9-12). Evaluation of herbicidal activity of preparations was carried out in the laboratory. During 3 days length (L, mm) and weight (m, g) seedlings in comparison with the control option was measured. Without herbicide on seedlings the monocotyledonous and dicotyledonous plants are placed in Petri dishes containing water emulsion of active substances with a concentration of 5 mg / l and 10 mg / l for peas and 50 mg / l and 100 mg / l for wheat. As a reference well-known herbicide, Oktapon Extra, was used. The diol with allyloxy-diol group showed the best results towards wheat. This compound successfully inhibits the increase in the length and weight of escape and gives close results to the standard. For peas, ketals and derivatives thereof are effective only in terms of inhibition of the shoot masses. Heterocyclic alcohol and glycols are superior to the standard, and a ketal at a concentration of 10 mg / l practically corresponds to it. Alkenylmalonates were more effective in inhibiting the escape weight wheat than peas. In particular, at a concentration of 100mg / l effectiveness of methallyl derivatives of trans-1,3-dichloropropene coincides to the standard. Physical and chemical characteristics of the compounds were proved by NMR and mass spectra. Screening results showed that activity of diol with allyloxy group is close to the ideal attitude to wheat. Ketals and their derivatives show the herbicidal activity only at inhibition of the mass escape of peas. Results of alkenylmalonates were better at inhibition of the mass escape of wheat than peas. The obtained results prove prospectivity of producing of herbicidal drugs based on the alkenylmalonates substituted diols and acetals, as a new generation of herbicides.

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Matveev, V. G., and G. M. Nazin. "Stepwise Degradation of Polyfunctional Compounds." Kinetics and Catalysis 44, no. 6 (November 2003): 735–39. http://dx.doi.org/10.1023/b:kica.0000009046.24044.43.

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Jantan, Khairil A., James M. McArdle, Lorenzo Mognon, Valentina Fiorini, Luke A. Wilkinson, Andrew J. P. White, Stefano Stagni, Nicholas J. Long, and James D. E. T. Wilton-Ely. "Heteromultimetallic compounds based on polyfunctional carboxylate linkers." New Journal of Chemistry 43, no. 7 (2019): 3199–207. http://dx.doi.org/10.1039/c8nj06455e.

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Katritzky, Alan R., and Olga V. Denisko. "Designing efficient synthetic routes to polyfunctionality." Pure and Applied Chemistry 72, no. 9 (January 1, 2000): 1597–603. http://dx.doi.org/10.1351/pac200072091597.

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27

Bakhotmah, Dina, and Fatimah Alotaibi. "Synthesis and pharmacological evaluation of new fluorine substituted pyrimido[1,2-b][1,2,4]triazines and [1,3,5]-triazino-[1,2-b][1,2,4]triazines derived as CDK2 potential inhibitors." European Journal of Chemistry 11, no. 3 (September 30, 2020): 198–205. http://dx.doi.org/10.5155/eurjchem.11.3.198-205.1988.

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New fluorine-substituted polyfunctional pyrimido-[1,2-b]-[1,2,4]triazines and [1,3,5]-triazino[1,2-b]-[1,2,4]triazines were synthesized via the reaction between 3-amino-6-(2-aminophenyl)-1,2,4-triazin-5(2H)-one with polyfunctional oxygen/sulfur/nitrogen reagents under different conditions. Structures of the target compounds were deduced by elemental analysis and spectral measurements (IR, 1H/13C NMR, and mass spectra). According to the obtained inhibitor assay results, the inhibition activity of the new fluorine-substituted 1,2,4-triazines toward CDK2 decreased in the order of compounds 3 > 8 > 9 > 6 > 13 > 15.

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28

Chambers, Richard D., Philip R. Hoskin, and Graham Sandford. "Polyhalogenated Heterocyclic Compounds. Part 48. Multisubstituted Bis-pyridyl Derivatives from Pentafluoropyridine." Collection of Czechoslovak Chemical Communications 67, no. 9 (2002): 1277–84. http://dx.doi.org/10.1135/cccc20021277.

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29

Kuziv, S., O. Shablykina, and V. Khilya. "METHYL ESTER OF {2-[2-CYANO-2-(4-NITROPHENYL)VINYL]PHENOXY}ACETIC ACID IN REDUCTION PROCESSES." Bulletin of Taras Shevchenko National University of Kyiv. Chemistry, no. 2(54) (2017): 71–73. http://dx.doi.org/10.17721/1728-2209.2017.2(54).14.

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3-(Het)aryl-3-(2-alkoxyphenyl)acrylonitriles are very practical polyfunctional molecules for organic synthesis; in particular difficult objects with near placed active groups can be easy obtained by the reduction of 3-(het)aryl-3-(2-alkoxyphenyl)acrylonitriles fragments. But now only reduction of activated C=C bond in such molecules mostly investigated. Previously it was shown by us that the action of sodium borohydride on esters of {2-[2-cyano-2-(4-nitrophenyl)vinyl]phenoxy}acetic acid caused not only saturation of C=C bond but also reduction of ester group to alcohol. So the results of reduction of 3-(het)aryl-3-(2-alkoxyphenyl)acrylonitriles can be more interest when other electrophilic fragment presents in molecule. And the aim of current work is the investigation of methyl ester of {2-[2-cyano-2-(4-nitrophenyl)vinyl]phenoxy}acetic acid behaviour in different reductive medium. Because of the very high electrophylity of observed molecule it's unfeasible to obtain good result in reactions with strong nucleophyles or with chemical reduction agents; that's why the hydrogenation in mild condition was used on the first step. It was found that the nitro group and the activated C=C bond were reducted simultaneously by H2 at 1.2 atm presure and room temperature with Pd/C catalizing; so methyl ester of {2-[2-(4-aminophenyl)-2-cyanoethyl]phenoxy}acetic acid was formed. Further hydrogenation took place on higher H2 presure (80 atm); and as a result of the saturation of C≡N bond methyl ester of {2-[3-amino-2-(4-aminophenyl)propyl]phenoxy}acetic acid creation occurred. The last compound can be transformed into 2-{2-[3-amino-2-(4-aminophenyl)propyl]phenoxy}ethanol by the LiAlH4 action. Such interesting structure also can be synthetized through the reduction of 3-[2-(2-hydroxyethoxy)phenyl]-2-(4-nitrophenyl)propionitrile that was obtained earlier: in the first step hydrogenation (1.2 atm H2) produced 3-[2-(2-hydroxyethoxy)phenyl]-2-(4-aminophenyl)propionitrile which nitrile group was reducted by LiAlH4 in the second step.

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30

Merzhyievskyi, D. O., O. V. Shablykin, O. V. Shablykina, N. M. Shevchenko, and V. S. Brovarets. "Two-stage threecomponent synthesis of 6,11-diaza-1,5(2,5)-dioxazole- 3(1,2)-benzenecycloundecapha ne-14,54- dicarbonitrile." Reports of the National Academy of Sciences of Ukraine, no. 11 (2020): 71–77. http://dx.doi.org/10.15407/dopovidi2020.11.071.

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The possibilities of 2-amino-3,3-dichloroacrylonitrile (ADAN) used for the construction of macrocyclic structures such as cyclophanes with two oxazole fragments are investigated. For this purpose, bifunctional reagents were used in the classic ADAN transformation into 5-amino-4-cyanooxazoles (sequential treatment of ADAN with acyl chloride and a primary or secondary amine). As a result of the reaction of 2,2'‎-(1,2-phenylene)-diacetyl chloride with 2 eq of ADAN, a compound with two acrylonitrile fragments, 2,2' ‎- (1,2-phenylene)bis(N- (2,2-dichloro-1-cyanovinyl)acetamide), was obtained. In this substance, both ADAN residues can interact with amines and form oxazole cycles: for example, the treatment with an excess of dimethylamine produces 2,2'‎ - (1,2-phenylenebis(methylene))bis(5-(dimethylamino)oxazole-4-carbonitrile). The target macrocyclic structure was obtained by the interaction of 2,2'‎ - (1,2-phenylene)bis(N-(2,2-dichloro-1-cyanovinyl)acetamide) with butane-1,4-diamine, as a result the simultaneous forming of both oxazole rings and an aliphatic bridge connected with them was happened. At this stage, it was used a procedure, that is typical of the creation of macrocyclic structures based on polyfunctional reagents, — strong dilution (about 0.04 M). The molecule of the synthesized 6,11-diaza-1,5(2,5)-dioxazole-3(1,2)-benzenecycloundecaphan-14,54-dicarbonitrile has high spatial symmetry, which is confirmed by the presence of only one series of peaks in the 1H and 13C NMR spectra (for example, the butane-1,4-diamine fragment in the aliphatic part of the spectrum looks likes two triplets). The formation of a macrocyclic structure is evidenced by HPLC-MS data, as well as homo- and heteronuclear correlations in the NMR spectra. The proposed procedure for the synthesis of 6,11-diaza-1,5(2,5)-dioxazole-3(1,2)-benzenecycloundecaphan- 14,54-dicarbonitrile is based on the use of simple and inexpensive reagents, and the total yield of the target substance in two stages starting with the 2,2'‎ - (1,2-phenylene)diacetyl chloride, is 51 %.

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31

Ellermann, Jochen, Martin Schütz, Frank W. Heinemann, Matthias Moll, and Walter Bauer. "Chemie polyfunktioneller Moleküle, 127 PPh2-Eliminierung aus dem PP-verknüpften Phosphazen Ph2P-N=PPh2-PPh2=N-PPh2 mit [C5H5Fe(CO)(μ-CO)]2; Kristallstrukturanalyse des Phosphazen-Derivats /Chemistry of Polyfunctional Molecules, 127 PPh2 Elimination from the PP Connected Phosphazene Ph2P-N=PPh2-PPh2=N-PPh2, with [C5H5Fe(CO)(μ-CO)]2; Crystal Structure of the Phosphazene Derivative." Zeitschrift für Naturforschung B 52, no. 7 (July 1, 1997): 795–800. http://dx.doi.org/10.1515/znb-1997-0705.

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Abstract The reaction of Ph2P-N=PPh2-PPh2=N-PPh2 (Ph = C6H5, 2) with [CpFe(CO)(μ-CO)]2 (Cp = C5H5, 3) yields under elimination of a PPh2-group from 2 and cleavage of the Fe-Fe bond in 3 the monocyclic ferraphosphazene complex Cp(OC) (4) and Ph2P-PPh2 (5). In a side reaction the P-P bond of 2 is also cleaved in a redox process to give Cp(OC) (7). Compound 4 has been characterized by a crystal structure determination.

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32

Bickelhaupt, F. "ChemInform Abstract: Di- and Polyfunctional Organomagnesium Compounds." ChemInform 31, no. 32 (June 3, 2010): no. http://dx.doi.org/10.1002/chin.200032266.

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33

Denisov, Evgenii T. "The Reactivity of Polyfunctional Compounds in Radical Reactions." Russian Chemical Reviews 54, no. 9 (September 30, 1985): 863–74. http://dx.doi.org/10.1070/rc1985v054n09abeh003117.

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34

Mukbaniani, O., G. Zaikov, T. Tatrishvili, and N. Mukbaniani. "Synthesis of heterocyclic organosilicon di- and polyfunctional compounds." Journal of Applied Polymer Science 103, no. 5 (2006): 3383–404. http://dx.doi.org/10.1002/app.25478.

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35

Hassaneen, Hamdi M., Tayseer A. Abdallah,, Hyam A. Abdelhadi, Huwaida M. E. Hassaneen,, and Richard M. Pagni. "Polyfunctional fused heterocyclic compounds via indene-1,3-diones." Heteroatom Chemistry 14, no. 6 (2003): 491–97. http://dx.doi.org/10.1002/hc.10166.

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36

Mukmeneva, N. A., M. M. Khazanovskaya, O. A. Cherasova, and S. M. Kirov. "Synthesis and Properties of Some Polyfunctional Organophosphorus Compounds." Phosphorus, Sulfur, and Silicon and the Related Elements 51, no. 1-4 (September 1990): 188. http://dx.doi.org/10.1080/10426509008040722.

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37

Mantecón, A., V. Cádiz, A. Serra, and P. A. Martínez. "Curing of N,N′-diglycidylimides with polyfunctional compounds." European Polymer Journal 23, no. 6 (January 1987): 481–88. http://dx.doi.org/10.1016/0014-3057(87)90140-6.

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38

Yang, Yang, and Clayton Hardman. "Synthetic versatility of 2-substituted-6-methyl 2,3-dihydropyridinones in the synthesis of polyfunctional piperidine-based compounds and related β amino acid derivatives." Org. Biomol. Chem. 15, no. 40 (2017): 8576–93. http://dx.doi.org/10.1039/c7ob01948c.

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39

Knochel, Paul, Matthias A. Schade, Sebastian Bernhardt, Georg Manolikakes, Albrecht Metzger, Fabian M. Piller, Christoph J. Rohbogner, and Marc Mosrin. "Functionalization of heterocyclic compounds using polyfunctional magnesium and zinc reagents." Beilstein Journal of Organic Chemistry 7 (September 13, 2011): 1261–77. http://dx.doi.org/10.3762/bjoc.7.147.

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In this review we summarize the most important procedures for the preparation of functionalized organzinc and organomagnesium reagents. In addition, new methods for the preparation of polyfunctional aryl- and heteroaryl zinc- and magnesium compounds, as well as new Pd-catalyzed cross-coupling reactions, are reported herein. Experimental details are given for the most important reactions in the Supporting Information File 1 of this article.

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40

Farcasiu, Malvina, Steven C. Petrosius, Patricia A. Eldredge, Richard R. Anderson, and Edward P. Ladner. "Modeling Coal Liquefaction. 3. Catalytic Reactions of Polyfunctional Compounds." Energy & Fuels 8, no. 4 (July 1994): 920–24. http://dx.doi.org/10.1021/ef00046a015.

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41

Carballeira, Luis, Ricardo A. Mosquera, and Miguel A. Rios. "Conformational analysis of polyfunctional aminic compounds by molecular mechanics." Journal of Molecular Structure 176 (May 1988): 89–105. http://dx.doi.org/10.1016/0022-2860(88)80234-5.

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42

Carballeira, Luis, Ricardo A. Mosquera, Miguel A. Rios, and Clara A. Tovar. "Conformational analysis of polyfunctional amino compounds by molecular mechanics." Journal of Molecular Structure 193 (February 1989): 263–77. http://dx.doi.org/10.1016/0022-2860(89)80138-3.

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43

Carballeira, Luis, Ricardo A. Mosquera, and Miguel A. Ríos. "Conformational analysis of polyfunctional amino compounds by molecular mechanics." Journal of Molecular Structure 195 (April 1989): 89–101. http://dx.doi.org/10.1016/0022-2860(89)80161-9.

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44

Brondani, Dalci J., Roben J. P. Corriu, Sabar El Ayoubi, Joël J. E. Moreau, and Michel Wong Chi Man. "Polyfunctional carbosilanes and organosilicon compounds. Synthesis via grignard reactions." Tetrahedron Letters 34, no. 13 (March 1993): 2111–14. http://dx.doi.org/10.1016/s0040-4039(00)60358-1.

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45

Krawiecka, Bożena, Agata Jeziorna, and Jan Heliński. "Synthesis of Polyfunctional Organosulfur Compounds Mediated by Azetidinium Salts." Synthesis, no. 2 (2003): 0288–94. http://dx.doi.org/10.1055/s-2003-36825.

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46

Mies, Th, Ts-K. Ma, and A. G. M. Barrett. "Syntheses of polyfunctional aromatic compounds from non-aromatic precursors." Russian Chemical Reviews 89, no. 9 (August 4, 2020): 917–65. http://dx.doi.org/10.1070/rcr4931.

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47

Metzger, Albrecht, Matthias A Schade, Georg Manolikakes, and Paul Knochel. "A General Preparation of Polyfunctional Benzylic Zinc Organometallic Compounds." Chemistry - An Asian Journal 3, no. 8-9 (September 1, 2008): 1678–91. http://dx.doi.org/10.1002/asia.200800161.

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48

Boudier, Andreas, Lars O. Bromm, Matthias Lotz, and Paul Knochel. "New Applications of Polyfunctional Organometallic Compounds in Organic Synthesis." Angewandte Chemie International Edition 39, no. 24 (December 15, 2000): 4414–35. http://dx.doi.org/10.1002/1521-3773(20001215)39:24<4414::aid-anie4414>3.0.co;2-c.

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49

Kolarov, Ljiljana, Eva Loncar, and Radomir Malbasa. "Retention behaviour of acyclic polyfunctional D-arabinose derivatives." Acta Periodica Technologica, no. 33 (2002): 35–44. http://dx.doi.org/10.2298/apt0233035k.

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It is well known that some of biologically active compounds are chiral molecules. Natural monosaccarides are applicable as chiral precursors. D-arabinose is an appropriate chiral precursor in the synthesis of very important biomolecules such as biotin and its analogues and feromon )-exobrevicomin. Acyclic poly functional D- arabinose derivatives are intermediates in the synthesis of the former biomolecules. This paper deals with the retention behaviour and retention mechanism of acyclic poly functional D-arabinose derivatives. The tested compounds have been chromato graphed on silica gel thin layer using binary organic mobile phases with a different polarity. With increasing polarity of the eluent polar components the solute retention is decreasing. The linear relationship is obtained between the values of retention constant, RM' and the logarithm of the mobile phase polar component volume fraction for all solutes tested and eluents used.

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50

Moustafa, Moustafa S., Saleh M. Al-Mousawi, Hesham R. El-Seedi, and Mohamed H. Elnagdi. "Tales of the Unexpected in Synthesis of Polyfunctional Heteroaromatics." Current Organic Synthesis 15, no. 5 (July 5, 2018): 587–602. http://dx.doi.org/10.2174/1570179414666171116152921.

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Background: Our research group has a longstanding interest in the synthesis of novel functionalized heteroaromatic compounds, and the development of new methods for this purpose. During our ongoing investigations, we recently had an instance to check the reproducibility of some published results concerning the chemistry of arylhydrazonals, enamines and other functionally substituted carbonyl compounds. This work has led to the discovery of some new rearrangements, and the revision of the structures originally assigned to several molecules. Objective: This review surveys some correction of several erroneous reports that have appeared in the literature, and presents some interesting new rearrangements discovered in the course of investigating older reports. Results: The crystallographic studies revealed that the condensation of arylhydrazonals with active methylenenitriles yields arylazoniconates rather than pyridazenones as previously reported. Additionally, phenathylthiocyanate reacts with malononitrile to afford thiazoles rather than the previously reported condensation with the carbonyl group. In another example, the reaction of phenethylmalononitrile with hydrazine yields pyrazolopyridazenes rather than phenacylpyrazol-3,5-diamine. In yet another case, several interesting Dimrothtype rearrangements were observed when malononitrile was condensed with enaminones, contradicting earlier reports. Unexpectedly, these enaminones underwent self-trimerization to yield 1,3,5-trisubstituted benzenes under certain conditions. Enaminonitriles also undergo interesting and novel Dimroth rearrangements when reacted with cyclohexanedione or dehydroacetic acid derivatives. Conclusion: We have shown that the structures of several complex heterocyclic compounds that have been reported in the literature over the last 50 years were incorrectly assigned, possibly because the authors who originally reported them were using substandard or outdated analytical equipments.

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