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Journal articles on the topic 'Imine chemistry'

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Published: 5 June 2025
Last updated: 1 August 2025

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1

Garrido-Castro, Alberto F., M. Carmen Maestro та José Alemán. "α-Functionalization of Imines via Visible Light Photoredox Catalysis". Catalysts 10, № 5 (2020): 562. http://dx.doi.org/10.3390/catal10050562.

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The innate electrophilicity of imine building blocks has been exploited in organic synthetic chemistry for decades. Inspired by the resurgence in photocatalysis, imine reactivity has now been redesigned through the generation of unconventional and versatile radical intermediates under mild reaction conditions. While novel photocatalytic approaches have broadened the range and applicability of conventional radical additions to imine acceptors, the possibility to use these imines as latent nucleophiles via single-electron reduction has also been uncovered. Thus, multiple research programs have c
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2

Laha, Joydev K., K. S. Satyanarayana Tummalapalli, and Krupal P. Jethava. "Implications of dynamic imine chemistry for the sustainable synthesis of nitrogen heterocycles via transimination followed by intramolecular cyclisation." Organic & Biomolecular Chemistry 14, no. 8 (2016): 2473–79. http://dx.doi.org/10.1039/c5ob02670a.

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3

Lorenzini, Fabio, Paolo Marcazzan, Brian O. Patrick та Brian R. James. "Synthesis, characterization, and X-ray structures of three iridium(III)-hydrido-cyclometallated-imine complexes, including the first reported hydrido-(η1-imine)-Ir complex". Canadian Journal of Chemistry 86, № 3 (2008): 253–60. http://dx.doi.org/10.1139/v07-153.

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Reactions of cis,trans,cis-[Ir(H)2(PPh3)2(solv)2]PF6 (solv = MeOH or Me2CO) with the imines HN=CPh2, (o-HOC6H4)C(Me)=NCH2Ph, and PhC(H)=N(p-F-C6H4) in MeOH or acetone under Ar give the complexes [IrH{NH=C(Ph)(o-C6H4)}(NH=CPh2)(PPh3)2]PF6 (3), [IrH{PhCH2N=C(Me)(o-C6H3OH)}(solv)(PPh3)2]PF6, where solv = MeOH (4) or Me2CO (4a), and [IrH{N(p-F-C6H4)=CH(o-C6H4)}(Me2CO)(PPh3)2]PF6 (5a), which have been isolated and characterized. The imine (C6F5)C(H)=NPh is unreactive toward the Ir precursors. The X-ray structures of 3, 4·2MeOH, and 5a·1/2Me2CO show an η2-N,C-imine moiety coordinated via the N atom
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4

Becica, Joseph, Andrew B. Jackson, William G. Dougherty, W. Scott Kassel, and Nathan M. West. "Bis-tropolonate complexes of tungsten: scaffolds for selective side-on binding of nitriles, imines and ketones." Dalton Trans. 43, no. 23 (2014): 8738–48. http://dx.doi.org/10.1039/c4dt00734d.

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The bis-tropolonate tungsten(ii) tricarbonyl compound, (trop)<sub>2</sub>W(CO)<sub>3</sub> will preferentially bind nitriles, imines, and aldehydes in a side-on fashion. Crystallographic analysis of the imine adduct supports the postulation of 4-electron donation from the imine.
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5

Freese, Tyll, Jan C. Namyslo, Martin Nieger, and Andreas Schmidt. "Sulfur, mercury, and boron adducts of sydnone imine derived anionic N-heterocyclic carbenes." RSC Advances 9, no. 9 (2019): 4781–88. http://dx.doi.org/10.1039/c9ra00294d.

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The sydnone imines (5-benzoylimino)-3-(2-methoxyphenyl)-sydnone imine and molsidomine were deprotonated at C4 to give sydnone imine anions which can be represented as anionic N-heterocyclic carbenes, respectively.
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6

Belowich, Matthew E., and J. Fraser Stoddart. "Dynamic imine chemistry." Chemical Society Reviews 41, no. 6 (2012): 2003. http://dx.doi.org/10.1039/c2cs15305j.

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7

Gamenara, Daniela, and Pablo Domínguez de María. "Enantioselective imine reduction catalyzed by imine reductases and artificial metalloenzymes." Org. Biomol. Chem. 12, no. 19 (2014): 2989–92. http://dx.doi.org/10.1039/c3ob42205d.

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Adding value to organic synthesis. Novel imine reductases enable the enantioselective reduction of imines to afford chiral amines. Likewise, novel bioinspired artificial metalloenzymes can perform the same reaction as well. Remarkable recent examples are herein discussed.
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8

Wolfsberger, W. "N-(Halogendimethylsilyl)-1 -methylphospholanimine/N-(Halogenodimethylsilyl)-1 -methylphospholane Imines." Zeitschrift für Naturforschung B 55, no. 7 (2000): 557–60. http://dx.doi.org/10.1515/znb-2000-0701.

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N-Trimethylsilyl-1 -methylphospholane imine has been prepared by the Staudinger reaction of 1-methylphospholane with trimethylsilyl azide. Transsilylation reactions of the phosphine imine with dichloro or dibromodimethylsilane lead to dimeric N-(halogenodimethylsilyl)-l-methylphospholane imines with an ionic type of structure, containing a dicationic four-membered Si-N ring system. Upon heating, the chloro compound undergoes a reversible isomerization to give the corresponding covalent monomer.
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9

Freeman, Jared L., Freda F. Li, Daniel P. Furkert, and Margaret A. Brimble. "Synthetic Studies Towards Spirocyclic Imine Marine Toxins Using N-Acyl Iminium Ions as Dienophiles in Diels–Alder Reactions." Synlett 31, no. 07 (2020): 657–71. http://dx.doi.org/10.1055/s-0039-1691593.

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Cyclic imine marine toxins have attracted considerable attention from the synthetic community in the past two decades due to their unique chemical structures and clinically relevant biological activities. This review presents recent efforts of our group in the development of various strategies to efficiently construct the common spirocyclic imine fragments of the cyclic imine toxins. In particular, the use of α,β-unsaturated N-acyl iminium ion dienophiles in Diels–Alder reactions are highlighted, whereby direct access to spirocyclic imine motifs was obtained and important mechanistic details w
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10

Pająk, Agnieszka Katarzyna, Sonia Kotowicz, Paweł Gnida, et al. "Synthesis and Characterization of New Conjugated Azomethines End-Capped with Amino-thiophene-3,4-dicarboxylic Acid Diethyl Ester." International Journal of Molecular Sciences 23, no. 15 (2022): 8160. http://dx.doi.org/10.3390/ijms23158160.

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A new series of thiophene-based azomethines differing in the core structure was synthesized. The effect of the central core structure in azomethines on the thermal, optical and electrochemical properties was investigated. The obtained compounds exhibited the ability to form a stable amorphous phase with a high glass transition temperature above 100 °C. They were electrochemically active and undergo oxidation and reduction processes. The highest occupied (HOMO) and the lowest unoccupied molecular (LUMO) orbitals were in the range of −3.86–−3.60 eV and −5.46–−5.17 eV, respectively, resulting in
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11

Korzec, Mateusz, Sonia Kotowicz, Katarzyna Malarz, and Anna Mrozek-Wilczkiewicz. "Spectroscopic and Biological Properties of the 3-Imino-1,8-naphthalimide Derivatives as Fluorophores for Cellular Imaging." Molecules 28, no. 17 (2023): 6255. http://dx.doi.org/10.3390/molecules28176255.

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This paper presents the photophysical and biological properties of eight 3-imino-1,8-naphthalimides. The optical properties of the compounds were investigated in the solvents that differed in their polarity (dichloromethane, acetonitrile, and methanol), including three methods of sample preparation using different pre-dissolving solvents such as dimethyl sulfoxide or chloroform. In the course of the research, it was found that there are strong interactions between the tested compounds and DMSO, which was visible as a change in the maximum emission band (λem) of the neat 3-imino-1,8-naphthalimi
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12

Matamoros, Esther, Mark E. Light, Pedro Cintas, and Juan C. Palacios. "Schiff Bases and Stereocontrolled Formation of Fused 1,3-Oxazolidines from 1-Amino-2-Indanol: A Systematic Study on Structure and Mechanism." Molecules 28, no. 4 (2023): 1670. http://dx.doi.org/10.3390/molecules28041670.

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This paper thoroughly explores the formation of Schiff bases derived from salicylaldehydes and a conformationally restricted amino alcohol (1-amino-2-indanol), as well as the generation of 1,3-oxazolidines, a key heterocyclic core present in numerous bioactive compounds. We provide enough evidences, both experimental-including crystallographic analyses and DFT-based calculations on imine/enamine tautomerism in the solid state and solution. In the course of imine formation, a pentacyclic oxazolidine–oxazine structure could be isolated with complete stereocontrol, whose configuration has been de
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13

Chen, Hang, Hebo Ye, Yu Hai, Ling Zhang та Lei You. "n → π* interactions as a versatile tool for controlling dynamic imine chemistry in both organic and aqueous media". Chemical Science 11, № 10 (2020): 2707–15. http://dx.doi.org/10.1039/c9sc05698j.

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14

Edwards, O. E., J. L. Douglas, D. C. Horwell, W. Rank та T. Sano. "Thermal and photochemical reactions of steroidal α-azido ketones". Canadian Journal of Chemistry 70, № 9 (1992): 2405–12. http://dx.doi.org/10.1139/v92-305.

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Photolysis of 9α-azido-3β,20β-diacetoxy-5α-pregnan-11-one in methanol gave the N-acyl imine 11-aza-3β,20β-diacetoxy-C-homo-5α-pregn-9,11-en-12-one 4 and the aminoketone 9a-aza-3β,20β-diacetoxy-9-methoxy-B-homo-5α-pregnan-11-one 7. In dichloromethane containing triethylamine the irradiation of this azide gave the N-acyl imine 4 and the α,β-unsaturated amino ketone 9a-aza-3β,20β-diacetoxy-B-homo-5α-pregn-8-en-11-one 8. Thermolysis or photolysis of 12α-azido-3α,20β-diacetoxy-5β-pregnan-11-one gave the N-acyl imine 12-aza-3α,20β-diacetoxy-C-homo-5β-pregn-12-en-11-one 10 as major product. Photolysi
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15

Kuhn, Norbert, Martin Grathwohl, Christiane Nachtigal, and Manfred Steimann. "2.3-Dihydro-2-Methoxyethylimino-L,3-Dimethylimidazol - Ein Neuer Hemilabil Koordinierender Chelatligand [1]." Zeitschrift für Naturforschung B 56, no. 8 (2001): 704–10. http://dx.doi.org/10.1515/znb-2001-0802.

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The bifunctional 2,3-dihydro-2-methoxyethylimino-l,3-dimethylimidazole (C8H 15N3O , 10) is obtained from the reaction of methoxyethyl tosylate (7) and 2,3-dihydro-2-imino-1,3- dimethylimidazole (8) followed by deprotonation in good yield. 10 reacts with {(COD)RhCl}2 (COD = 1,5-cyclooctadiene) to give the imine complex (C8H 15N3O)Rh(COD)Cl (11), which is converted into the chelate complex [(C8H15N3O)Rh(COD)]BF4 (12) on treatment with AgBF4. The imine complex (C8H15N3O) 2PdCl2 (13) is formed through the reaction of 10 with (PhCN)2PdCl2. The X-ray structures of 11, 13 and 2 C8H15N3O · H2PdCl4 (15
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16

Lecourt, Constance, Warren Madanamoothoo, Vivian Ferreol, et al. "Mononuclear manganese(iii) complexes with reduced imino nitroxide radicals by single-electron transfer and intermolecular hydrogen bonds as an intramolecular structural driving force." Dalton Transactions 48, no. 35 (2019): 13378–87. http://dx.doi.org/10.1039/c9dt02158b.

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One-electron transfer from Mn(ii) ions to an imino nitroxide radical gives mononuclear Mn(iii) complexes of the reduced amino imine-oxide form for which crystal structures evidence hydrogen bonds networks acting as a stabilizing driving-force.
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17

Torrens-Spence, Michael P., Christopher M. Glinkerman, Jan Günther, and Jing-Ke Weng. "Imine chemistry in plant metabolism." Current Opinion in Plant Biology 60 (April 2021): 101999. http://dx.doi.org/10.1016/j.pbi.2020.101999.

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18

Belowich, Matthew E., and J. Fraser Stoddart. "ChemInform Abstract: Dynamic Imine Chemistry." ChemInform 43, no. 24 (2012): no. http://dx.doi.org/10.1002/chin.201224266.

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19

Honraedt, Aurélien, Lucía Méndez, Jean-Marc Campagne та Eric Leclerc. "A Three-Component Reaction for the One-Pot Preparation of β-Amino-α,α-Difluoroketones from Trimethyl(trifluoromethyl)silane (CF3TMS), Acylsilanes and Imines". Synthesis 49, № 17 (2017): 4082–92. http://dx.doi.org/10.1055/s-0036-1588447.

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A methodology allowing the direct preparation of β-amino-α,α-difluoroketones from the Ruppert–Prakash reagent (CF3TMS), acyltrimethylsilanes and N-Boc or N-(diphenylphosphinyl)imines is reported. The process, initiated by a catalytic amount of tetra-n-butylammonium difluorotriphenylsilicate (TBAT), involves the addition of CF3TMS to the acylsilane, followed by a Brook rearrangement and elimination of a fluoride anion. The latter promotes the addition of the resulting difluoroenoxysilane to the imine. The higher electrophilicity of the acylsilane compared to the imine allows the direct mixing o
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20

Glaser, Rainer, Jian Yin, and Stephanie Miller. "Asymmetry in theN-Inversion of Heteroarene Imines: Pyrimidin-4(3H)-Imine, Pyridin-2(1H)-Imine, and 1H-Purine-6(9H)-Imine." Journal of Organic Chemistry 75, no. 4 (2010): 1132–42. http://dx.doi.org/10.1021/jo902358c.

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21

Zhao, Qun, Jin Zhang, and Michal Szostak. "Ruthenium(0)-sequential catalysis for the synthesis of sterically hindered amines by C–H arylation/hydrosilylation." Chemical Communications 55, no. 61 (2019): 9003–6. http://dx.doi.org/10.1039/c9cc04072b.

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22

Svete, Jurij, Uroš Grošelj, Franc Požgan, and Bogdan Štefane. "Copper-Catalyzed Azomethine Imine–Alkyne Cycloadditions (CuAIAC)." Synthesis 50, no. 23 (2018): 4501–24. http://dx.doi.org/10.1055/s-0037-1610284.

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Although the first example of copper-catalyzed azomethine imine–alkyne cycloaddition (CuAIAC) was published only a year after the seminal papers of Meldal and Sharpless on Cu-catalyzed azide–alkyne cycloaddition (CuAAC), the CuAIAC reaction has remained overlooked by the synthetic community for almost a decade. Since 2010, however, CuAIAC reaction started to emerge as a promising supplement to the well-known CuAAC reaction. The present review surveys primarily the literature on CuAIAC reaction since 2003. Beside this, azomethine imine–alkyne cycloadditions catalyzed by other metals, selected e
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23

Banks, Surya R., J. Tanner Morningstar, and Mark E. Welker. "Synthesis of Aminopropyltriethoxysilyl-Substituted Imines and Amides." Molbank 2021, no. 3 (2021): M1251. http://dx.doi.org/10.3390/m1251.

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A series of small molecules containing aminopropyltriethoxysilyl-substituted imines and amides were synthesized so that they could potentially be incorporated into self-assembled monolayers (SAMs) on metal oxide surfaces. Simple one-step imine preparations and two-step amide preparations are reported here.
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24

Juneja, Navkiran, Ethan Zahid, Daniel K. Unruh, and Kristin M. Hutchins. "Solid-state behaviors of imines: colossal biaxial positive thermal expansion, motion capability, and phase transitions." CrystEngComm 23, no. 25 (2021): 4439–43. http://dx.doi.org/10.1039/d1ce00706h.

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The torsional flexibility of imines affects solid-state packing and properties. Behaviors including colossal thermal expansion, pedal motion, and phase transitions in imine-containing solids are described.
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25

Fletcher, James T., Matthew D. Hanson, Joseph A. Christensen, and Eric M. Villa. "Revisiting ring-degenerate rearrangements of 1-substituted-4-imino-1,2,3-triazoles." Beilstein Journal of Organic Chemistry 14 (August 10, 2018): 2098–105. http://dx.doi.org/10.3762/bjoc.14.184.

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The 1-substituted-4-imino-1,2,3-triazole motif is an established component of coordination compounds and bioactive molecules, but depending on the substituent identity, it can be inherently unstable due to Dimroth rearrangements. This study examined parameters governing the ring-degenerate rearrangement reactions of 1-substituted-4-imino-1,2,3-triazoles, expanding on trends first observed by L’abbé et al. The efficiency of condensation between 4-formyltriazole and amine reactants as well as the propensity of imine products towards rearrangement was each strongly influenced by the substituent i
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26

Filkina, Maria E., Daria N. Baray, Elena K. Beloglazkina, Yuri K. Grishin, Vitaly A. Roznyatovsky, and Maxim E. Kukushkin. "Regioselective Cycloaddition of Nitrile Imines to 5-Methylidene-3-phenyl-hydantoin: Synthesis and DFT Calculations." International Journal of Molecular Sciences 24, no. 2 (2023): 1289. http://dx.doi.org/10.3390/ijms24021289.

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Nitrile imine cycloaddition to hydantoins containing an exocyclic C=C double bond has been previously described in a very limited number of examples. In this work, regioselective synthesis of spiro-pyrazoline-imidazolidine-2,4-diones based on a 1,3-dipolar cycloaddition reaction of nitrile imines to 5-methylidene-3-phenyl-hydantoin have been proposed. It was found that, regardless of the nature of the aryl substituents at the terminal C and N atoms of the C-N-N fragment of nitrile imine (electron donor or electron acceptor), cycloaddition to the 5-methylidenhydantoin exocyclic C=C bond proceed
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27

Zarei, Maaroof. "One-step Synthesis of β-lactams Using Cyanuric Fluoride". Journal of Chemical Research 37, № 1 (2013): 25–27. http://dx.doi.org/10.3184/174751912x13545429290478.

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Cyanuric fluoride works as an efficient acid activator reagent for the direct [2+2] ketene–imine cycloaddition of substituted acetic acids and imines in a one-pot synthesis under mild conditions. The yields are good to excellent and the reaction conditions are mild, simple and efficient.
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28

Adeleke, Adesola A., Sizwe J. Zamisa, and Bernard Omondi. "Ag(I) Complexes of Imine Derivatives of Unexpected 2-Thiophenemethylamine Homo-Coupling and Bis-(E)-N-(furan-2-ylmethyl)-1-(quinolin-2-yl)methanimine." Molbank 2021, no. 2 (2021): M1235. http://dx.doi.org/10.3390/m1235.

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Imines are fundamental organic compounds used as synthetic intermediates and as ligands in coordination chemistry. They are also found to be important pharmacophores in various bioactive compounds. In this report, two Schiff bases were prepared using the traditional condensation of 4-pyridinecarboxaldehyde with 2-thiophenemethylamine and 2-quinolinecarboxaldehyde with furfurylamine to form (E)-1-(pyridin-4-yl)-N-(thiophen-2-ylmethyl)methanimine (L1) and (E)-N-(furan-2-ylmethyl)-1-(quinolin-2-yl)methanimine (L2) respectively. L1 and L2 were complexed with silver perchlorate in 2:1 [M:L] stoichi
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29

Rojas-Ortiz, Jairo J., Claudia Contreras-Celedón, Mario A. Gómez-Hurtado, Luis Chacón-García, and Carlos J. Cortes-García. "Synthesis of Novel Schiff Base Derivates Containing a Fragment of the HIV Integrase Inhibitor Drug Raltegravir." Proceedings 41, no. 1 (2019): 5. http://dx.doi.org/10.3390/ecsoc-23-06462.

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An eco-friendly methodology for the synthesis of novel Schiff base analogs of Raltegravir, an Integrase inhibitor drug is described. Pertinence of these imine derivatives is related to Medicinal Chemistry to develop new anti-VIH compounds. To our knowledge, this is the first report of the synthesis of Schiff base using a Raltegravir drug fragment as amino component. In addition, these Imines will be used as a synthetic precursor to prepare other nitrogen heterocycles of biological relevance such as 1,5-disubstituted Tetrazoles.
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30

Edwards, Oliver E., Dusan Dvornik, Ralph J. Kolt, and Barbara A. Blackwell. "Formation, reactions, and NMR spectra of 1,20-cycloatidanes." Canadian Journal of Chemistry 70, no. 5 (1992): 1397–405. http://dx.doi.org/10.1139/v92-178.

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Imines derived from the alkaloid atisine gave N-acetyl 1,20-cycloatidane derivatives when heated with acetic anhydride. Vigorous alkaline hydrolysis cleaved the cyclopropane ring, regenerating the parent imine. The 1H and 13C NMR spectra of several 1,20-cyclo derivatives have been assigned and compared to those of the parent imines 2. All of the N-acetyl compounds showed doubling of the majority of the NMR resonances, due to amide rotamers. The effects of the cyclopropane ring current are noted.
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31

Matsumoto, Toshihiko. "Highly Efficient One-Pot Synthesis of Hexakis(m-phenyleneimine) Macrocyle Cm6 and the Thermostimulated Self-Healing Property through Dynamic Covalent Chemistry." Polymers 15, no. 17 (2023): 3542. http://dx.doi.org/10.3390/polym15173542.

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Highly efficient one-pot synthesis of hexakis(m-phenyleneimine) macrocycle Cm6 from acetalprotected AB-type monomer, m-aminobenzaldehyde diethylacetal, was successfully achieved based on imine dynamic covalent chemistry and precipitation-driven cyclization. The structure of Cm6 in the solid state was determined using CP/MAS NMR, X-ray single crystallographic analysis, and WAXD. Macrocycle Cm6 is composed of six phenylene and imine bonds facing the same direction, with nitrogen atoms arranged on the outside of the ring, and has a chair conformation, as predicted from DFT calculation. The macroc
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32

Wulff, William, Xin Zhang та Yijing Dai. "The Acceleration of the Rearrangement of α-Hydroxy Aldimines by Lewis or Brønsted Acids". Synlett 29, № 15 (2018): 2015–18. http://dx.doi.org/10.1055/s-0037-1610262.

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An efficient method was developed for the synthesis of α-amino ketones from α-hydroxy imines. The reaction occurs through an α-iminol rearrangement involving the migration of a substituent of the carbinol carbon to the imine carbon. The optimal catalysts were found to be silica gel or montmorillonite K 10, which effected migration of a variety of aryl and alkyl substituents in high yields. The rearrangement can also be carried out on imines generated in situ from aldehydes and amines in essentially the same yields as those from the preformed imines.
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33

Anane, Judith, Esther Owusu, Gildardo Rivera, and Debasish Bandyopadhyay. "Iron–Imine Cocktail in Drug Development: A Contemporary Update." International Journal of Molecular Sciences 25, no. 4 (2024): 2263. http://dx.doi.org/10.3390/ijms25042263.

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Organometallic drug development is still in its early stage, but recent studies show that organometallics having iron as the central atom have the possibility of becoming good drug candidates because iron is an important micro-nutrient, and it is compatible with many biological systems, including the human body. Being an eco-friendly Lewis acid, iron can accept the lone pair of electrons from imino(sp2)-nitrogen, and the resultant iron–imine complexes with iron as a central atom have the possibility of interacting with several proteins and enzymes in humans. Iron–imine complexes have demonstra
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34

Sadowski, Mikołaj, Jolanta Utnicka, Adrianna Wójtowicz та Karolina Kula. "The global and local Reactivity of C,N-diarylnitryle imines in [3+2] cycloaddition processes with trans-β-nitrostyrene according to Molecular Electron Density Theory: A computational study". Current Chemistry Letters 12, № 2 (2023): 421–30. http://dx.doi.org/10.5267/j.ccl.2022.11.004.

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The regioselectivity of the [3+2] cycloaddition reactions between trans-β-nitrostyrene and C,N-diarylnitryle imine analogues as three atom components (TACs) has been studied with the use of Conceptual Density Functional Theory in the framework of Molecular Electron density Theory. Global and local reactivity indices were determined. Presented quantum-chemical computations showed that, for the reaction of nitroalkene with diphenylnitryle imine, the most favourable reaction path is determined by the nucleophilic attack of C3 carbon atom of TAC on an electrophilic Cα carbon atom of nitroalkene. T
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35

Satyam, Killari, Battu Harish, Jagadeesh Babu Nanubolu та Surisetti Suresh. "N-Heterocyclic carbene (NHC)-catalyzed tandem imine umpolung–aza-Michael addition–oxidation of β-carboline cyclic imines". Chemical Communications 56, № 18 (2020): 2803–6. http://dx.doi.org/10.1039/d0cc00321b.

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N-Heterocyclic carbene (NHC)-catalyzed tandem imine umpolung–aza-Michael addition–oxidation of cyclic imines for the synthesis of a wide range of biologically relevant β-carboline-1-one derivatives has been disclosed.
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36

Bohrlinghaus, Niels, Donato Calabrese, Lars Lauterbach, and Bettina Nestl. "Synthesis of Substituted Acyclic and Cyclic N- Alkylhydrazines by Enzymatic Reductive Hydrazinations." ChemBioChem 26 (March 3, 2025): e202400700. https://doi.org/10.1002/cbic.202400700.

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ABSTRACT Imine reductases (IREDs) provide promising opportunities for the synthesis of various chiral amines. Initially, asymmetric imine reduction was reported, followed by reductive aminations of aldehydes and ketones via imines. Herein we present the reductive amination of structurally diverse carbonyls and dicarbonyls with hydrazines (reductive hydrazination), catalyzed by the IRED from Myxococcus stipitatus. In analogy to IREDcatalyzed reductive aminations, various carbonyls and dicarbonyls could react with simple hydrazines to produce substituted acyclic and cyclic N-alkylhydrazines. By
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37

Li, Xu, Ting Fan, Qingji Wang, and Tongfei Shi. "A Mechanistic Study of Asymmetric Transfer Hydrogenation of Imines on a Chiral Phosphoric Acid Derived Indium Metal-Organic Framework." Molecules 27, no. 23 (2022): 8244. http://dx.doi.org/10.3390/molecules27238244.

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A density functional theory (DFT) study is reported to examine the asymmetric transfer hydrogenation (ATH) of imines catalyzed by an indium metal-organic framework (In-MOF) derived from a chiral phosphoric acid (CPA). It is revealed that the imine and reducing agent (i.e., thiazoline) are simultaneously adsorbed on the CPA through H-bonding to form an intermediate, subsequently, a proton is transferred from thiazoline to imine. The transition state TS-R and TS-S are stabilized on the CPA via H-bonding. Compared to the TS-S, the TS-R has shorter H-bonding distances and longer C-H···π distances,
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38

An, Ran, Mengbi Guo, Yingbo Zang, Hang Xu, Zhuang Hou, and Chun Guo. "Recent Advances in Synthesis of Benzazoles via Imines." Current Organic Chemistry 24, no. 17 (2020): 1897–942. http://dx.doi.org/10.2174/1385272824999200818180845.

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Imines, versatile intermediates for organic synthesis, can be exploited for the preparation of diverse classes of biologically active benzazoles. Because of the special characteristics of the C=N bond, imines can be simultaneously used in the synthesis of 1,3-benzazoles and 1,2-benzazoles. With the development of imine synthesis, a variety of novel cascade reactions for benzazole synthesis have been reported in the last decade. Therefore, there is a strong need to elucidate the recent progress in the formation of various classes of benzazoles, including benzimidazoles, benzoxazoles, benzothiaz
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39

Dragone, Vincenza, Victor Sans, Mali H. Rosnes, Philip J. Kitson, and Leroy Cronin. "3D-printed devices for continuous-flow organic chemistry." Beilstein Journal of Organic Chemistry 9 (May 16, 2013): 951–59. http://dx.doi.org/10.3762/bjoc.9.109.

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We present a study in which the versatility of 3D-printing is combined with the processing advantages of flow chemistry for the synthesis of organic compounds. Robust and inexpensive 3D-printed reactionware devices are easily connected using standard fittings resulting in complex, custom-made flow systems, including multiple reactors in a series with in-line, real-time analysis using an ATR-IR flow cell. As a proof of concept, we utilized two types of organic reactions, imine syntheses and imine reductions, to show how different reactor configurations and substrates give different products.
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40

Mao, Kebin, Guoqin Fan, Yuanhong Liu, Shi Li, Xu You, and Dan Liu. "Titanium-mediated reductive cross-coupling reactions of imines with terminal alkynes: An efficient route for the synthesis of stereodefined allylic amines." Beilstein Journal of Organic Chemistry 9 (March 27, 2013): 621–27. http://dx.doi.org/10.3762/bjoc.9.69.

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Low-valency titanium species, generated in situ by using Ti(OiPr)4/2 c-C5H9MgCl reagent, react with imines to give a titanium-imine complex that can couple with terminal alkynes to provide azatitanacyclopentenes with excellent regioselectivity. Stereodefined allylic amines are obtained in good yields after hydrolysis or iodonolysis of the corresponding azatitanacyclopentenes. When ethynylcyclopropane is used as the coupling partner to react with imines in this reaction, the initially generated allylic amine undergoes an unexpected 1,3-amino migration on silica gel during the column chromatogra
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41

Ren, Juntao, Baojian Ni, Heng Liu, Yanming Hu, Xuequan Zhang, and Toshio Masuda. "Postpolymerization modification based on dynamic imine chemistry for the synthesis of functional polyacetylenes." Polymer Chemistry 10, no. 10 (2019): 1238–44. http://dx.doi.org/10.1039/c8py01793j.

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42

Umuhire Juru, Aline, Zhengguo Cai, Adina Jan, and Amanda E. Hargrove. "Template-guided selection of RNA ligands using imine-based dynamic combinatorial chemistry." Chemical Communications 56, no. 24 (2020): 3555–58. http://dx.doi.org/10.1039/d0cc00266f.

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43

Phansavath, Phannarath, Virginie Ratovelomanana-Vidal, Ricardo Molina Betancourt, Pierre-Georges Echeverria, and Tahar Ayad. "Recent Progress and Applications of Transition-Metal-Catalyzed Asymmetric Hydrogenation and Transfer Hydrogenation of Ketones and Imines through Dynamic Kinetic Resolution." Synthesis 53, no. 01 (2020): 30–50. http://dx.doi.org/10.1055/s-0040-1705918.

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AbstractBased on the ever-increasing demand for enantiomerically pure compounds, the development of efficient, atom-economical, and sustainable methods to produce chiral alcohols and amines is a major concern. Homogeneous asymmetric catalysis with transition-metal complexes including asymmetric hydrogenation (AH) and transfer hydrogenation (ATH) of ketones and imines through dynamic kinetic resolution (DKR) allowing the construction of up to three stereogenic centers is the main focus of the present short review, emphasizing the development of new catalytic systems combined to new classes of s
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44

Banfield, Scott C., and Michael A. Kerr. "The Diels–Alder reactions of quinone imine ketals." Canadian Journal of Chemistry 82, no. 2 (2004): 131–38. http://dx.doi.org/10.1139/v03-188.

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N-Benzoyl- and N-arylsulfonyl-p-benzoquinone-mono-imine ketals (QIKs) undergo smooth Diels–Alder cycloadditions with typical 1,3-butadienes to yield the expected endo adducts. Treatment with catalytic acid rapidly converts the adducts to dihydronaphthalenes. The N-benzoyl derivatives require high pressures for cycloadditions while the N-tosyl and N-nosyl derivatives proceed under thermal (ambient pressure) conditions. In all cases the cycloadditions are completely regioselective.Key words: Diels–Alder, quinone imine ketal, hyperbaric chemistry.
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45

Zhang, Jianyong, Liping Liu, Haoliang Liu, et al. "Highly porous aerogels based on imine chemistry: syntheses and sorption properties." Journal of Materials Chemistry A 3, no. 20 (2015): 10990–98. http://dx.doi.org/10.1039/c5ta00557d.

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46

Seibel, Zara M., Jeffrey S. Bandar та Tristan H. Lambert. "Enantioenriched α-substituted glutamates/pyroglutamates via enantioselective cyclopropenimine-catalyzed Michael addition of amino ester imines". Beilstein Journal of Organic Chemistry 17 (17 серпня 2021): 2077–84. http://dx.doi.org/10.3762/bjoc.17.134.

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A procedure for the enantioselective synthesis of α-substituted glutamates and pyroglutamates via a cyclopropenimine-catalyzed Michael addition of amino ester imines is described. Enantioselectivities of up to 94% have been achieved, and a variety of functional groups were found to be compatible. The impact of the catalyst structure and imine substitution is discussed. Compared to other methods, this protocol allows for a broader and more enantioselective access to pyroglutamate derivatives.
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47

García-Hernández, Zureima, and François P. Gabbaï. "Synthesis and Properties of 2-(Dimesitylboryl)benzylideneamines." Zeitschrift für Naturforschung B 64, no. 11-12 (2009): 1381–86. http://dx.doi.org/10.1515/znb-2009-11-1219.

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Lithiation of 2-(2-bromophenyl)-dioxolane (1) followed by reaction with dimesitylboron fluoride afforded 2-(2-dimesitylborylphenyl)-dioxolane (2) which was deprotected to afford 2- dimesitylboryl-benzaldehyde (3). Compound 3 reacts with aliphatic amines such as n-butylamine and ethanolamine to afford the corresponding imines 2-(dimesitylboryl)benzylidenebutylamine (4) and 2-(dimesitylboryl)benzylideneethanolamine (5), respectively. Structural studies indicate coordination of the imine-nitrogen atom to the boron center. Imines 4 and 5 emit a green fluorescence near 510 nm with quantum yields ap
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48

Ciaccia, Maria, and Stefano Di Stefano. "Mechanisms of imine exchange reactions in organic solvents." Organic & Biomolecular Chemistry 13, no. 3 (2015): 646–54. http://dx.doi.org/10.1039/c4ob02110j.

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49

Majed Jari Mohammed, Majed Jari Mohammed, Abdul Amir H. Kadhum Abdul Amir H Kadhum, and Adnan Ibrahim Mohammed and Sameer H. Abbood Al Rekabi Adnan Ibrahim Mohammed and Sameer H Abbood Al Rekabi. "Synthesis of One New Sugar Imine Molecule." Journal of the chemical society of pakistan 42, no. 1 (2020): 103. http://dx.doi.org/10.52568/000622.

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In this research, the molecule Nand#39;-((E)-5-methoxy-2-((1-((2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)-4,5-dihydro-1H-1,2,3-triazol-4-yl)methoxy) benzylidene)-4-methyl-1,2,3-thiadiazole-5-carbohydrazide were synthesized and characterized by several conventional analysis methods. Its physical properties and thermal stability was studied. The synthesis was conducted based on D-glucose using concept of click chemistry reaction mechanism. Some of the reaction was conducted using microwave irradiation. The synthesis steps initiated by adding propargyl bromide to
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50

Majed Jari Mohammed, Majed Jari Mohammed, Abdul Amir H. Kadhum Abdul Amir H Kadhum, and Adnan Ibrahim Mohammed and Sameer H. Abbood Al Rekabi Adnan Ibrahim Mohammed and Sameer H Abbood Al Rekabi. "Synthesis of One New Sugar Imine Molecule." Journal of the chemical society of pakistan 42, no. 1 (2020): 103. http://dx.doi.org/10.52568/000622/jcsp/42.01.2020.

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In this research, the molecule Nand#39;-((E)-5-methoxy-2-((1-((2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)-4,5-dihydro-1H-1,2,3-triazol-4-yl)methoxy) benzylidene)-4-methyl-1,2,3-thiadiazole-5-carbohydrazide were synthesized and characterized by several conventional analysis methods. Its physical properties and thermal stability was studied. The synthesis was conducted based on D-glucose using concept of click chemistry reaction mechanism. Some of the reaction was conducted using microwave irradiation. The synthesis steps initiated by adding propargyl bromide to
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