Double Phosphinoboration of CO(2): A Facile Route to Diphospha‐Ureas

The reactions of CO(2) with a series of phosphinoboranes, including R(2)PBpin (R=Ph, tBu; pin=pinacol), R(2)PBMes(2) (R=Ph, tBu; Mes=2,4,6‐Me(3)‐C(6)H(2)), and R(2)PBcat (R=Ph, tBu, Mes; cat=catechol) are described. Although R(2)PBpin and R(2)PBMes(2) afford products of the form R(2)PCO(2)Bpin (R=Ph...

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Autores principales: LaFortune, James H. W., Qu, Zheng‐Wang, Bamford, Karlee L., Trofimova, Alina, Westcott, Stephen A., Stephan, Douglas W.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: John Wiley and Sons Inc. 2019
Materias:
Communications
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6916295/
https://www.ncbi.nlm.nih.gov/pubmed/31355971
http://dx.doi.org/10.1002/chem.201903407
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author LaFortune, James H. W.
Qu, Zheng‐Wang
Bamford, Karlee L.
Trofimova, Alina
Westcott, Stephen A.
Stephan, Douglas W.
author_facet LaFortune, James H. W.
Qu, Zheng‐Wang
Bamford, Karlee L.
Trofimova, Alina
Westcott, Stephen A.
Stephan, Douglas W.
author_sort LaFortune, James H. W.
collection PubMed
description The reactions of CO(2) with a series of phosphinoboranes, including R(2)PBpin (R=Ph, tBu; pin=pinacol), R(2)PBMes(2) (R=Ph, tBu; Mes=2,4,6‐Me(3)‐C(6)H(2)), and R(2)PBcat (R=Ph, tBu, Mes; cat=catechol) are described. Although R(2)PBpin and R(2)PBMes(2) afford products of the form R(2)PCO(2)Bpin (R=Ph 1, tBu 4) and R(2)PCO(2)BMes(2) (R=Ph 2, tBu 3), respectively, R(2)PBcat lead to further reaction affording the diphospha‐ureas, (R(2)P)(2)CO (R=Ph 5, tBu 6, Mes 7), together with O(Bcat)(2). Computational studies provide insight into the mechanism, revealing an intermediate derived from double phosphinoboration of CO(2).
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spelling pubmed-69162952019-12-17 Double Phosphinoboration of CO(2): A Facile Route to Diphospha‐Ureas LaFortune, James H. W. Qu, Zheng‐Wang Bamford, Karlee L. Trofimova, Alina Westcott, Stephen A. Stephan, Douglas W. Chemistry Communications The reactions of CO(2) with a series of phosphinoboranes, including R(2)PBpin (R=Ph, tBu; pin=pinacol), R(2)PBMes(2) (R=Ph, tBu; Mes=2,4,6‐Me(3)‐C(6)H(2)), and R(2)PBcat (R=Ph, tBu, Mes; cat=catechol) are described. Although R(2)PBpin and R(2)PBMes(2) afford products of the form R(2)PCO(2)Bpin (R=Ph 1, tBu 4) and R(2)PCO(2)BMes(2) (R=Ph 2, tBu 3), respectively, R(2)PBcat lead to further reaction affording the diphospha‐ureas, (R(2)P)(2)CO (R=Ph 5, tBu 6, Mes 7), together with O(Bcat)(2). Computational studies provide insight into the mechanism, revealing an intermediate derived from double phosphinoboration of CO(2). John Wiley and Sons Inc. 2019-08-23 2019-09-18 /pmc/articles/PMC6916295/ /pubmed/31355971 http://dx.doi.org/10.1002/chem.201903407 Text en ©2019 The Authors published by Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim This is an open access article under the terms of the http://creativecommons.org/licenses/by-nc/4.0/ License, which permits use, distribution and reproduction in any medium, provided the original work is properly cited and is not used for commercial purposes.
spellingShingle Communications
LaFortune, James H. W.
Qu, Zheng‐Wang
Bamford, Karlee L.
Trofimova, Alina
Westcott, Stephen A.
Stephan, Douglas W.
Double Phosphinoboration of CO(2): A Facile Route to Diphospha‐Ureas
title Double Phosphinoboration of CO(2): A Facile Route to Diphospha‐Ureas
title_full Double Phosphinoboration of CO(2): A Facile Route to Diphospha‐Ureas
title_fullStr Double Phosphinoboration of CO(2): A Facile Route to Diphospha‐Ureas
title_full_unstemmed Double Phosphinoboration of CO(2): A Facile Route to Diphospha‐Ureas
title_short Double Phosphinoboration of CO(2): A Facile Route to Diphospha‐Ureas
title_sort double phosphinoboration of co(2): a facile route to diphospha‐ureas
topic Communications
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6916295/
https://www.ncbi.nlm.nih.gov/pubmed/31355971
http://dx.doi.org/10.1002/chem.201903407
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