2-diethylaminovinyl derivatives of halogenated 1,4-quinones: synthetic and structural aspects

S. I. Zhivetyeva; I. A. Zayakin; I. Yu Bagryanskaya; E. V. Tretyakov

doi:10.1134/S0022476620080107

2-diethylaminovinyl derivatives of halogenated 1,4-quinones: synthetic and structural aspects

S. I. Zhivetyeva, I. A. Zayakin, I. Yu Bagryanskaya, E. V. Tretyakov

Research output: Contribution to journal › Article › peer-review

Abstract

Diethylaminovinyl derivatives of halogenated 1,4-quinones (enaminoquinones) are produced by the interaction of halogenated 1,4-quinones with N,N-diethyl-N-vinylamine obtained in situ from Et₂NH and MeCHO. Molecular and crystal structures of enaminoquinones halogenated in the quinone fragment are determined. It is shown that in the solid phase, atoms of the entire push-pull system of enaminoquinones lie practically in one plane.

Original language	English
Pages (from-to)	1253-1259
Number of pages	7
Journal	Journal of Structural Chemistry
Volume	61
Issue number	8
DOIs	https://doi.org/10.1134/S0022476620080107
Publication status	Published - 1 Aug 2020

Keywords

crystal structure
enaminoquinones
halogenated 1,4-quinones
hydrogen bond
N-vinylamines
π-stacking

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10.1134/S0022476620080107

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title = "2-diethylaminovinyl derivatives of halogenated 1,4-quinones: synthetic and structural aspects",

abstract = "Diethylaminovinyl derivatives of halogenated 1,4-quinones (enaminoquinones) are produced by the interaction of halogenated 1,4-quinones with N,N-diethyl-N-vinylamine obtained in situ from Et2NH and MeCHO. Molecular and crystal structures of enaminoquinones halogenated in the quinone fragment are determined. It is shown that in the solid phase, atoms of the entire push-pull system of enaminoquinones lie practically in one plane.",

keywords = "crystal structure, enaminoquinones, halogenated 1,4-quinones, hydrogen bond, N-vinylamines, π-stacking",

author = "Zhivetyeva, {S. I.} and Zayakin, {I. A.} and Bagryanskaya, {I. Yu} and Tretyakov, {E. V.}",

note = "Funding Information: The study was supported by the Russian Science Foundation (project No. 17-73-10238). Publisher Copyright: {\textcopyright} 2020, Pleiades Publishing, Ltd. Copyright: Copyright 2020 Elsevier B.V., All rights reserved.",

year = "2020",

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doi = "10.1134/S0022476620080107",

language = "English",

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T1 - 2-diethylaminovinyl derivatives of halogenated 1,4-quinones

T2 - synthetic and structural aspects

AU - Zhivetyeva, S. I.

AU - Zayakin, I. A.

AU - Bagryanskaya, I. Yu

AU - Tretyakov, E. V.

N1 - Funding Information: The study was supported by the Russian Science Foundation (project No. 17-73-10238). Publisher Copyright: © 2020, Pleiades Publishing, Ltd. Copyright: Copyright 2020 Elsevier B.V., All rights reserved.

PY - 2020/8/1

Y1 - 2020/8/1

N2 - Diethylaminovinyl derivatives of halogenated 1,4-quinones (enaminoquinones) are produced by the interaction of halogenated 1,4-quinones with N,N-diethyl-N-vinylamine obtained in situ from Et2NH and MeCHO. Molecular and crystal structures of enaminoquinones halogenated in the quinone fragment are determined. It is shown that in the solid phase, atoms of the entire push-pull system of enaminoquinones lie practically in one plane.

AB - Diethylaminovinyl derivatives of halogenated 1,4-quinones (enaminoquinones) are produced by the interaction of halogenated 1,4-quinones with N,N-diethyl-N-vinylamine obtained in situ from Et2NH and MeCHO. Molecular and crystal structures of enaminoquinones halogenated in the quinone fragment are determined. It is shown that in the solid phase, atoms of the entire push-pull system of enaminoquinones lie practically in one plane.

KW - crystal structure

KW - enaminoquinones

KW - halogenated 1,4-quinones

KW - hydrogen bond

KW - N-vinylamines

KW - π-stacking

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