Email this article para-substituted anilines in reactions with tropyl salts and dibenzosuberenol
- Authors: Akent'eva T.A1, Zhakova S.N1
-
Affiliations:
- Perm State Agro-Technological University Named after Academician D.N. Pryanishnikov
- Issue: Vol 59, No 7 (2023)
- Pages: 956-960
- Section: Articles
- URL: https://journals.rcsi.science/0514-7492/article/view/141664
- DOI: https://doi.org/10.31857/S0514749223070108
- EDN: https://elibrary.ru/HTSEXS
- ID: 141664
Cite item
Open Access
Access granted
Subscription Access
Abstract
The features of the interaction of para-substituted anilines with tropyl salts and dibenzosuberenol have been studied. By the interaction of para-substituted anilines with tropyl salts (perchlorate or tetrafluoroborate) in an ethanol or tetrahydrofuran medium, the corresponding azomethines were obtained instead of the expected ortho-tropylated anilines. The tropilidene cycle (1,3,5-cycloheptariene cycle) underwent benzilidene narrowing due to an increase in temperature during a chemical reaction. The structurally related tropilidene - dibenzosuberene cycle can be introduced into the ortho position of para-substituted anilines to form stable ortho products. Dibenzosuberenol in an acidic environment is able to interact with ethanol to form an ether.
About the authors
T. A Akent'eva
Perm State Agro-Technological University Named after Academician D.N. Pryanishnikov
Email: akentjeva-perm@yandex.ru
S. N Zhakova
Perm State Agro-Technological University Named after Academician D.N. Pryanishnikov
References
- Юнникова Л.П., Лихарева Ю.Е., Эсенбаева В.В. ЖОХ. 2019, 89, 1462-1466.
- Yunnikova L.P., Likhareva Y.E., Esenbaeva V.V. Russ. J. Gen. Chem. 2019, 89, 1927-1930. doi: 10.1134/S0044460X1909021X
- Юнникова Л.П., Лихарева Ю.Е., Баландина С.Ю. Изв. Вузов. Сер. Хим. и хим. технол. 2019, 62, 79-84.
- Yunnikova L.P., Likhareva Y.E., Balandina S.Yu. Izv. Vuzov, Ser. Khim. i Khim. Tekhnol. 2019, 62, 79-84. doi: 10.6060/ivkkt.20196202.5751
- Эсенбаева В.В., Юнникова Л.П., Кудаярова Т.В., Данилова Е.А. ЖОХ. 2018, 88, 2087-2090.
- Esenbaeva V.V., Yunnikova L.P., Kudayarova T.V., Danilova E.A. Russ. J. Gen. Chem. 2018, 88, 2691-2694. doi: 10.1134/S0044460X18120235
- Юнникова Л.П., Эсенбаева В.В. ЖОрХ. 2018, 54, 1015-1018.
- Yunnikova L.P., Esenbaeva V.V. Russ. J. Org. Chem. 2018, 54, 1018-1022. doi: 10.1134/S1070428018070084
- Yunnikova L.P., Esenbaeva V.V., Shklyaeva E.V. Izv. Vuzov, Khim. i Khim. Tekhnol. 2018, 61, 48-52. doi: 10.6060/ivkkt.20186108.5817
- Юнникова Л.П., Акентьева Т.А., Александрова Г.А., Михайлова Л.А., Елисеев С.Л. Хим.-фарм. ж. 2014, 48, 26-29.
- Yunnikova L.P., Akent'eva T.A., Aleksandrova G.A., Mikhailova L.A., Eliseev S.L. Pharm. Chem. J. 2014, 48, 22-25. doi: 10.1007/s11094-014-1038-2
- Takase K., Asao T., Hirata N.A. Bull. Chem. Soc. Jpn. 1968, 41, 3027.
- Föhlisch B., Haug E. Chem. Ber. 1971, 104, 2324-2337.
- Harrison A.G., Honnen L.R., Dauben H.J. Jr., Lossing F.P. J. Am. Chem. Soc. 1960, 82, 5593-5598. doi: 10.1021/ja01506a008
- Katsumi Е., Etsurou S. Bull. Chem. Soc. Jpn. 1969, 42, 2693-2694. doi: 10.1246/bcsj.42.2693
- Blair J.A., Tate C.J. J. Chem. Soc. (C). 1971, 1592-1596.
- Johnson B.F.G., Lewis J., McArdle P., Randall G.L.P. J. Chem. Soc., Dalton Trans. 1972, 4, 456-462. doi: 10.1039/DT9720000456
- Woods W.G. J. Org. Chem. 1958, 23, 110-112. doi: 10.1021/jo01095a617
- Billman J.H., Diesing A.C. J. Org. Chem. 1957, 22, 1068-1070. doi: 10.1021/jo01360a019
- Nozomu E. Bull. Chem. Soc. Jpn. 1961, 34, 1151-1158. doi: 10.1246/bcsj.34.1151
