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tert-Butyl 2-(dihydroxyboryl)pyrrole-1-carboxylate

In the title compound, C(9)H(14)BNO(4), the carbonyl and boronic acid groups are essentially coplanar with the pyrrole ring and the boronic acid group has an exo-endo conformation. The exo-oriented OH is engaged in an intra­molecular O—H⋯O inter­action, while the endo-oriented one is involved in int...

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Detalles Bibliográficos
Autores principales: Klis, Tomasz, Serwatowski, Janusz
Formato: Texto
Lenguaje:English
Publicado: International Union of Crystallography 2008
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2961599/
https://www.ncbi.nlm.nih.gov/pubmed/21202573
http://dx.doi.org/10.1107/S1600536808013482
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author Klis, Tomasz
Serwatowski, Janusz
author_facet Klis, Tomasz
Serwatowski, Janusz
author_sort Klis, Tomasz
collection PubMed
description In the title compound, C(9)H(14)BNO(4), the carbonyl and boronic acid groups are essentially coplanar with the pyrrole ring and the boronic acid group has an exo-endo conformation. The exo-oriented OH is engaged in an intra­molecular O—H⋯O inter­action, while the endo-oriented one is involved in inter­molecular hydrogen bonding to form centrosymmetric dimers. A supra­molecular assembly is achieved through inter­actions involving the tert-butyl groups, forming infinite chains along the crystallographic b axis. There are, in addition, face-to-face and center-to-edge stacking inter­actions [distance between the pyrrole ring centroid and an N atom from a neighbouring mol­ecule = 3.369 (8) Å].
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spelling pubmed-29615992010-12-30 tert-Butyl 2-(dihydroxyboryl)pyrrole-1-carboxylate Klis, Tomasz Serwatowski, Janusz Acta Crystallogr Sect E Struct Rep Online Organic Papers In the title compound, C(9)H(14)BNO(4), the carbonyl and boronic acid groups are essentially coplanar with the pyrrole ring and the boronic acid group has an exo-endo conformation. The exo-oriented OH is engaged in an intra­molecular O—H⋯O inter­action, while the endo-oriented one is involved in inter­molecular hydrogen bonding to form centrosymmetric dimers. A supra­molecular assembly is achieved through inter­actions involving the tert-butyl groups, forming infinite chains along the crystallographic b axis. There are, in addition, face-to-face and center-to-edge stacking inter­actions [distance between the pyrrole ring centroid and an N atom from a neighbouring mol­ecule = 3.369 (8) Å]. International Union of Crystallography 2008-05-10 /pmc/articles/PMC2961599/ /pubmed/21202573 http://dx.doi.org/10.1107/S1600536808013482 Text en © Klis and Serwatowski 2008 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
Klis, Tomasz
Serwatowski, Janusz
tert-Butyl 2-(dihydroxyboryl)pyrrole-1-carboxylate
title tert-Butyl 2-(dihydroxyboryl)pyrrole-1-carboxylate
title_full tert-Butyl 2-(dihydroxyboryl)pyrrole-1-carboxylate
title_fullStr tert-Butyl 2-(dihydroxyboryl)pyrrole-1-carboxylate
title_full_unstemmed tert-Butyl 2-(dihydroxyboryl)pyrrole-1-carboxylate
title_short tert-Butyl 2-(dihydroxyboryl)pyrrole-1-carboxylate
title_sort tert-butyl 2-(dihydroxyboryl)pyrrole-1-carboxylate
topic Organic Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2961599/
https://www.ncbi.nlm.nih.gov/pubmed/21202573
http://dx.doi.org/10.1107/S1600536808013482
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