(Z)-(1,2-Dichloro­vin­yl)diphenyl­phosphine oxide

The title compound, C(14)H(11)Cl(2)OP, was synthesized by the reaction of diphenyl­phosphine oxide with 1,2-dichloro­ethyne under CuI catalysis. The reaction provided the Z isomer regioselectively. Two O—P—C bond angles [114.3 (1) and 112.5 (1)°] are significantly larger than the C—P—C [107.7 (1), 1...

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Detalles Bibliográficos
Autores principales: Ma, Jing-Ya, Feng, Qing-Qin, Wu, Ming-Shu
Formato: Online Artículo Texto
Lenguaje:English
Publicado: International Union of Crystallography 2011
Materias:
Organic Papers
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3200614/
https://www.ncbi.nlm.nih.gov/pubmed/22058922
http://dx.doi.org/10.1107/S1600536811030765
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author Ma, Jing-Ya
Feng, Qing-Qin
Wu, Ming-Shu
author_facet Ma, Jing-Ya
Feng, Qing-Qin
Wu, Ming-Shu
author_sort Ma, Jing-Ya
collection PubMed
description The title compound, C(14)H(11)Cl(2)OP, was synthesized by the reaction of diphenyl­phosphine oxide with 1,2-dichloro­ethyne under CuI catalysis. The reaction provided the Z isomer regioselectively. Two O—P—C bond angles [114.3 (1) and 112.5 (1)°] are significantly larger than the C—P—C [107.7 (1), 105.6 (1) and 106.6 (1)°] and another O—P—C angle [109.5 (1)°], indicating significant distortion of the tetra­hedral configuration of the P atom. In the crystal, mol­ecules are linked by weak inter­molecular C—H⋯O hydrogen bonds into centrosymmetric dimers, which are connected by further C—H⋯O inter­actions into chains along [101].
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spelling pubmed-32006142011-11-06 (Z)-(1,2-Dichloro­vin­yl)diphenyl­phosphine oxide Ma, Jing-Ya Feng, Qing-Qin Wu, Ming-Shu Acta Crystallogr Sect E Struct Rep Online Organic Papers The title compound, C(14)H(11)Cl(2)OP, was synthesized by the reaction of diphenyl­phosphine oxide with 1,2-dichloro­ethyne under CuI catalysis. The reaction provided the Z isomer regioselectively. Two O—P—C bond angles [114.3 (1) and 112.5 (1)°] are significantly larger than the C—P—C [107.7 (1), 105.6 (1) and 106.6 (1)°] and another O—P—C angle [109.5 (1)°], indicating significant distortion of the tetra­hedral configuration of the P atom. In the crystal, mol­ecules are linked by weak inter­molecular C—H⋯O hydrogen bonds into centrosymmetric dimers, which are connected by further C—H⋯O inter­actions into chains along [101]. International Union of Crystallography 2011-08-06 /pmc/articles/PMC3200614/ /pubmed/22058922 http://dx.doi.org/10.1107/S1600536811030765 Text en © Ma et al. 2011 http://creativecommons.org/licenses/by/2.0/uk/ This is an open-access article distributed under the terms of the Creative Commons Attribution Licence, which permits unrestricted use, distribution, and reproduction in any medium, provided the original authors and source are cited.
spellingShingle Organic Papers
Ma, Jing-Ya
Feng, Qing-Qin
Wu, Ming-Shu
(Z)-(1,2-Dichloro­vin­yl)diphenyl­phosphine oxide
title (Z)-(1,2-Dichloro­vin­yl)diphenyl­phosphine oxide
title_full (Z)-(1,2-Dichloro­vin­yl)diphenyl­phosphine oxide
title_fullStr (Z)-(1,2-Dichloro­vin­yl)diphenyl­phosphine oxide
title_full_unstemmed (Z)-(1,2-Dichloro­vin­yl)diphenyl­phosphine oxide
title_short (Z)-(1,2-Dichloro­vin­yl)diphenyl­phosphine oxide
title_sort (z)-(1,2-dichloro­vin­yl)diphenyl­phosphine oxide
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3200614/
https://www.ncbi.nlm.nih.gov/pubmed/22058922
http://dx.doi.org/10.1107/S1600536811030765
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AT fengqingqin z12dichlorovinyldiphenylphosphineoxide
AT wumingshu z12dichlorovinyldiphenylphosphineoxide

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