Oxidation, Coordination, and Nickel‐Mediated Deconstruction of a Highly Electron‐Rich Diboron Analogue of 1,3,5‐Hexatriene

The reductive coupling of an N‐heterocyclic carbene (NHC) stabilized (dibromo)vinylborane yields a 1,2‐divinyldiborene, which, although isoelectronic to a 1,3,5‐triene, displays no extended π conjugation because of twisting of the C(2)B(2)C(2) chain. While this divinyldiborene coordinates to copper(...

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Autores principales: Hermann, Alexander, Fantuzzi, Felipe, Arrowsmith, Merle, Zorn, Theresa, Krummenacher, Ivo, Ritschel, Benedikt, Radacki, Krzysztof, Engels, Bernd, Braunschweig, Holger
Formato: Online Artículo Texto
Lenguaje:English
Publicado: John Wiley and Sons Inc. 2020
Materias:
Research Articles
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7497145/
https://www.ncbi.nlm.nih.gov/pubmed/32449598
http://dx.doi.org/10.1002/anie.202006131
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author Hermann, Alexander
Fantuzzi, Felipe
Arrowsmith, Merle
Zorn, Theresa
Krummenacher, Ivo
Ritschel, Benedikt
Radacki, Krzysztof
Engels, Bernd
Braunschweig, Holger
author_facet Hermann, Alexander
Fantuzzi, Felipe
Arrowsmith, Merle
Zorn, Theresa
Krummenacher, Ivo
Ritschel, Benedikt
Radacki, Krzysztof
Engels, Bernd
Braunschweig, Holger
author_sort Hermann, Alexander
collection PubMed
description The reductive coupling of an N‐heterocyclic carbene (NHC) stabilized (dibromo)vinylborane yields a 1,2‐divinyldiborene, which, although isoelectronic to a 1,3,5‐triene, displays no extended π conjugation because of twisting of the C(2)B(2)C(2) chain. While this divinyldiborene coordinates to copper(I) and platinum(0) in an η(2)‐B(2) and η(4)‐C(2)B(2) fashion, respectively, it undergoes a complex rearrangement to an η(4)‐1,3‐diborete upon complexation with nickel(0).
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spelling pubmed-74971452020-09-25 Oxidation, Coordination, and Nickel‐Mediated Deconstruction of a Highly Electron‐Rich Diboron Analogue of 1,3,5‐Hexatriene Hermann, Alexander Fantuzzi, Felipe Arrowsmith, Merle Zorn, Theresa Krummenacher, Ivo Ritschel, Benedikt Radacki, Krzysztof Engels, Bernd Braunschweig, Holger Angew Chem Int Ed Engl Research Articles The reductive coupling of an N‐heterocyclic carbene (NHC) stabilized (dibromo)vinylborane yields a 1,2‐divinyldiborene, which, although isoelectronic to a 1,3,5‐triene, displays no extended π conjugation because of twisting of the C(2)B(2)C(2) chain. While this divinyldiborene coordinates to copper(I) and platinum(0) in an η(2)‐B(2) and η(4)‐C(2)B(2) fashion, respectively, it undergoes a complex rearrangement to an η(4)‐1,3‐diborete upon complexation with nickel(0). John Wiley and Sons Inc. 2020-07-01 2020-09-01 /pmc/articles/PMC7497145/ /pubmed/32449598 http://dx.doi.org/10.1002/anie.202006131 Text en © 2020 The Authors. Published by Wiley-VCH Verlag GmbH & Co. KGaA This is an open access article under the terms of the http://creativecommons.org/licenses/by/4.0/ License, which permits use, distribution and reproduction in any medium, provided the original work is properly cited.
spellingShingle Research Articles
Hermann, Alexander
Fantuzzi, Felipe
Arrowsmith, Merle
Zorn, Theresa
Krummenacher, Ivo
Ritschel, Benedikt
Radacki, Krzysztof
Engels, Bernd
Braunschweig, Holger
Oxidation, Coordination, and Nickel‐Mediated Deconstruction of a Highly Electron‐Rich Diboron Analogue of 1,3,5‐Hexatriene
title Oxidation, Coordination, and Nickel‐Mediated Deconstruction of a Highly Electron‐Rich Diboron Analogue of 1,3,5‐Hexatriene
title_full Oxidation, Coordination, and Nickel‐Mediated Deconstruction of a Highly Electron‐Rich Diboron Analogue of 1,3,5‐Hexatriene
title_fullStr Oxidation, Coordination, and Nickel‐Mediated Deconstruction of a Highly Electron‐Rich Diboron Analogue of 1,3,5‐Hexatriene
title_full_unstemmed Oxidation, Coordination, and Nickel‐Mediated Deconstruction of a Highly Electron‐Rich Diboron Analogue of 1,3,5‐Hexatriene
title_short Oxidation, Coordination, and Nickel‐Mediated Deconstruction of a Highly Electron‐Rich Diboron Analogue of 1,3,5‐Hexatriene
title_sort oxidation, coordination, and nickel‐mediated deconstruction of a highly electron‐rich diboron analogue of 1,3,5‐hexatriene
topic Research Articles
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7497145/
https://www.ncbi.nlm.nih.gov/pubmed/32449598
http://dx.doi.org/10.1002/anie.202006131
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