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(4R)-4-(Biphenyl-4-yl)-7-chloro-1,2,3,4-tetrahydroquinoline
The title compound, C(21)H(18)ClN, was synthesized by an enantioselective Brønsted acid-catalysed transfer hydrogenation reaction. The six-membered heterocycle adopts a half-chair conformation. It has the biphenyl residue in an axial position. The two rings of the biphenyl residue are almost coplan...
Autores principales: | , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
International Union of Crystallography
2011
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3201410/ https://www.ncbi.nlm.nih.gov/pubmed/22064825 http://dx.doi.org/10.1107/S160053681103830X |
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author | Theissmann, Thomas Bolte, Michael |
author_facet | Theissmann, Thomas Bolte, Michael |
author_sort | Theissmann, Thomas |
collection | PubMed |
description | The title compound, C(21)H(18)ClN, was synthesized by an enantioselective Brønsted acid-catalysed transfer hydrogenation reaction. The six-membered heterocycle adopts a half-chair conformation. It has the biphenyl residue in an axial position. The two rings of the biphenyl residue are almost coplanar [dihedral angle = 2.65 (9)°]. The crystal packing is stabilized by N—H⋯Cl hydrogen bonds, which connect the molecules into chains running along the a axis. |
format | Online Article Text |
id | pubmed-3201410 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2011 |
publisher | International Union of Crystallography |
record_format | MEDLINE/PubMed |
spelling | pubmed-32014102011-11-06 (4R)-4-(Biphenyl-4-yl)-7-chloro-1,2,3,4-tetrahydroquinoline Theissmann, Thomas Bolte, Michael Acta Crystallogr Sect E Struct Rep Online Organic Papers The title compound, C(21)H(18)ClN, was synthesized by an enantioselective Brønsted acid-catalysed transfer hydrogenation reaction. The six-membered heterocycle adopts a half-chair conformation. It has the biphenyl residue in an axial position. The two rings of the biphenyl residue are almost coplanar [dihedral angle = 2.65 (9)°]. The crystal packing is stabilized by N—H⋯Cl hydrogen bonds, which connect the molecules into chains running along the a axis. International Union of Crystallography 2011-09-30 /pmc/articles/PMC3201410/ /pubmed/22064825 http://dx.doi.org/10.1107/S160053681103830X Text en © Theissmann and Bolte 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 Theissmann, Thomas Bolte, Michael (4R)-4-(Biphenyl-4-yl)-7-chloro-1,2,3,4-tetrahydroquinoline |
title | (4R)-4-(Biphenyl-4-yl)-7-chloro-1,2,3,4-tetrahydroquinoline |
title_full | (4R)-4-(Biphenyl-4-yl)-7-chloro-1,2,3,4-tetrahydroquinoline |
title_fullStr | (4R)-4-(Biphenyl-4-yl)-7-chloro-1,2,3,4-tetrahydroquinoline |
title_full_unstemmed | (4R)-4-(Biphenyl-4-yl)-7-chloro-1,2,3,4-tetrahydroquinoline |
title_short | (4R)-4-(Biphenyl-4-yl)-7-chloro-1,2,3,4-tetrahydroquinoline |
title_sort | (4r)-4-(biphenyl-4-yl)-7-chloro-1,2,3,4-tetrahydroquinoline |
topic | Organic Papers |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3201410/ https://www.ncbi.nlm.nih.gov/pubmed/22064825 http://dx.doi.org/10.1107/S160053681103830X |
work_keys_str_mv | AT theissmannthomas 4r4biphenyl4yl7chloro1234tetrahydroquinoline AT boltemichael 4r4biphenyl4yl7chloro1234tetrahydroquinoline |