Аннотация:
3-Amino- and 3-(dimethyl)amino-1-methylnitrilimines were obtained by the photolysis (l = 254nm) of the corresponding 5-amino- and 5-(dimethyl)amino-2-methyltetrazoles in an argon matrix at 10K or in a gas phase at room temperature. They were characterized by IR spectroscopy and were found to be the primary products of the transformation; the prolonged UV irradiation of the matrix (l = 254nm) caused isomerization of the nitrilimines into diazirines.
Образец цитирования:
E. G. Baskir, D. N. Platonov, Yu. V. Tomilov, O. M. Nefedov, “Infrared-spectroscopic study of amino-substituted nitrilimines and their photochemical transformations in an argon matrix”, Mendeleev Commun., 24:4 (2014), 197–200
Образцы ссылок на эту страницу:
https://www.mathnet.ru/rus/mendc2521
https://www.mathnet.ru/rus/mendc/v24/i4/p197
Эта публикация цитируется в следующих 21 статьяx:
A. J. Lopes Jesus, Cláudio M. Nunes, Gil A. Ferreira, Kiarash Keyvan, R. Fausto, “Photochemical Generation and Characterization of C-Aminophenyl-Nitrilimines: Insights on Their Bond-Shift Isomers by Matrix-Isolation IR Spectroscopy and Density Functional Theory Calculations”, Molecules, 29:15 (2024), 3497
M. P. Egorov, V. P. Ananikov, E. G. Baskir, S. E. Boganov, V. I. Bogdan, A. N. Vereshchagin, V. A. Vil', I. L. Dalinger, A. D. Dilman, O. L. Eliseev, S. G. Zlotin, E. A. Knyazeva, V. M. Kogan, L. O. Kononov, M. M. Krayushkin, V. B. Krylov, L. M. Kustov, V. V. Levin, B. V. Lichitsky, M. G. Medvedev, N. E. Nifantiev, O. A. Rakitin, A. M. Sakharov, I. V. Svitanko, G. A. Smirnov, A. Yu. Stakheev, M. A. Syroeshkin, A. O. Terent'ev, Yu. V. Tomilov, E. V. Tretyakov, I. V. Trushkov, L. L. Fershtat, V. A. Chaliy, V. Z. Shirinian, “Current trends in organic chemistry: contribution of the N. D. Zelinsky Institute of Organic Chemistry of the Russian Academy of Sciences”, Russ Chem Bull, 73:9 (2024), 2423
Yanting Yang, Jing Liang, Weijia Li, Wenjing Yang, Chu Wang, Xiaorui Zhang, Wei-Hai Fang, Zhen Guo, Xuebo Chen, “Mechanistic Understanding and Reactivity Analyses for the Photochemistry of Disubstituted Tetrazoles”, J. Phys. Chem. A, 127:18 (2023), 4115
Gil A. Ferreira, Cláudio M. Nunes, A. J. Lopes Jesus, Rui Fausto, “ThemetaandparaOH Substitution Effect onC‐Phenyl‐Nitrilimine Bond‐Shift Isomers”, Eur J Org Chem, 26:27 (2023)
Yu. V. Tomilov, L. G. Menchikov, E. A. Shapiro, V. D. Gvozdev, K. N. Shavrin, N. V. Volchkov, M. B. Lipkind, M. P. Egorov, S. E. Boganov, V. N. Khabashesku, E. G. Baskir, “Carbenes, related intermediates, and small-sized cycles: contribution from Professor Nefedov's laboratory”, Mendeleev Commun., 31:6 (2021), 750–768
Didier Bégué, Alain Dargelos, Curt Wentrup, “Aryl Nitrile Imines and Diazo Compounds. Formation of Indazole, Pyridine N-Imine, and 2-Pyridyldiazomethane from Tetrazoles”, J. Org. Chem., 85:12 (2020), 7952
Amin Ismael, Manabu Abe, Rui Fausto, Maria L. S. Cristiano, “Insights into the photochemistry of 5-aminotetrazole derivatives with applications in coordination chemistry. Effect of the saccharyl moiety on the photostability”, Pure and Applied Chemistry, 92:1 (2020), 49
Jérémy Marchais, Didier Bégué, Alain Dargelos, Curt Wentrup, “Rearrangements of Aromatic Nitrile Oxides and Nitrile Ylides: Potential Ring Expansion to Cycloheptatetraene Derivatives Mimicking Arylcarbenes”, Chemistry A European J, 26:67 (2020), 15700
Didier Bégué, Alain Dargelos, Curt Wentrup, “Rearrangements of Nitrile Imines: Ring Expansion of Benzonitrile Imines to Cycloheptatetraenes and Ring Closure to 3-Phenyl-3H-diazirines”, J. Org. Chem., 84:13 (2019), 8668
Xiaofang Zhao, Qian Liu, Ruijuan Feng, Xiaoqing Zeng, Curt Wentrup, “Photolysis and Pyrolysis of Phenyltetrazoles: Formation of Phenylcarbodiimide, N‐Phenylnitrile Imine, Phenylnitrene, Indazole, and Fulvenallene”, Eur J Org Chem, 2019:41 (2019), 6945
Manabu Abe, Didier Bégué, Hugo Santos Silva, Alain Dargelos, Curt Wentrup, “Triplet States of Tetrazoles, Nitrenes, and Carbenes from Matrix Photolysis of Tetrazoles, and Phenylcyanamide as a Source of Phenylnitrene”, J. Phys. Chem. A, 122:37 (2018), 7276
Curt Wentrup, “Carbenes and Nitrenes: Recent Developments in Fundamental Chemistry”, Angew Chem Int Ed, 57:36 (2018), 11508
Curt Wentrup, “Carbene und Nitrene: Aktuelle Entwicklungen in der Grundlagenchemie”, Angewandte Chemie, 130:36 (2018), 11680
Didier Bégué, Hugo Santos-Silva, Alain Dargelos, Curt Wentrup, “Imidoylnitrenes R′C(═NR)–N, Nitrile Imines, 1H-Diazirines, and Carbodiimides: Interconversions and Rearrangements, Structures, and Energies at DFT and CASPT2 Levels of Theory”, J. Phys. Chem. A, 121:43 (2017), 8227
Abdel-Aal M. Gaber, Curt Wentrup, “Pyrolysis of hydrazine derivatives and related compounds with N N single bonds”, Journal of Analytical and Applied Pyrolysis, 125 (2017), 258
Curt Wentrup, “Flash Vacuum Pyrolysis of Azides, Triazoles, and Tetrazoles”, Chem. Rev., 117:5 (2017), 4562
Curt Wentrup, “Flash Vacuum Pyrolysis: Techniques and Reactions”, Angew Chem Int Ed, 56:47 (2017), 14808
A. Ismael, R. Fausto, M. L. S. Cristiano, “Photochemistry of 1- and 2-Methyl-5-aminotetrazoles: Structural Effects on Reaction Pathways”, J. Org. Chem., 81:23 (2016), 11656
Cláudio M. Nunes, Igor Reva, Mário T. S. Rosado, Rui Fausto, “The Quest for Carbenic Nitrile Imines: Experimental and Computational Characterization of C‐Amino Nitrile Imine”, Eur J Org Chem, 2015:34 (2015), 7484
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