Alkaline-Earth-Catalyzed Dehydrocoupling of Amines and Boranes

Dehydrocoupling reactions between the boranes HBpin and 9-borabicyclo[3.3.1]nonane and a range of amines and anilines ensue under very mild reaction conditions in the presence of a simple β-diketiminato magnesium n-butyl precatalyst. The facility of the reactions is suggested to be a function of the...

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Autores principales: Liptrot, David J, Hill, Michael S, Mahon, Mary F, Wilson, Andrew S S
Formato: Online Artículo Texto
Lenguaje:English
Publicado: WILEY-VCH Verlag 2015
Materias:
Communications
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4674969/
https://www.ncbi.nlm.nih.gov/pubmed/26360523
http://dx.doi.org/10.1002/anie.201505949
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author Liptrot, David J
Hill, Michael S
Mahon, Mary F
Wilson, Andrew S S
author_facet Liptrot, David J
Hill, Michael S
Mahon, Mary F
Wilson, Andrew S S
author_sort Liptrot, David J
collection PubMed
description Dehydrocoupling reactions between the boranes HBpin and 9-borabicyclo[3.3.1]nonane and a range of amines and anilines ensue under very mild reaction conditions in the presence of a simple β-diketiminato magnesium n-butyl precatalyst. The facility of the reactions is suggested to be a function of the Lewis acidity of the borane substrate, and is dictated by resultant pre-equilibria between, and the relative stability of, magnesium hydride and borohydride intermediates during the course of the catalysis.
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spelling pubmed-46749692015-12-18 Alkaline-Earth-Catalyzed Dehydrocoupling of Amines and Boranes Liptrot, David J Hill, Michael S Mahon, Mary F Wilson, Andrew S S Angew Chem Int Ed Engl Communications Dehydrocoupling reactions between the boranes HBpin and 9-borabicyclo[3.3.1]nonane and a range of amines and anilines ensue under very mild reaction conditions in the presence of a simple β-diketiminato magnesium n-butyl precatalyst. The facility of the reactions is suggested to be a function of the Lewis acidity of the borane substrate, and is dictated by resultant pre-equilibria between, and the relative stability of, magnesium hydride and borohydride intermediates during the course of the catalysis. WILEY-VCH Verlag 2015-11-02 2015-09-11 /pmc/articles/PMC4674969/ /pubmed/26360523 http://dx.doi.org/10.1002/anie.201505949 Text en © 2015 The Authors. Published by Wiley-VCH Verlag GmbH & Co. KGaA. This is an open access article under the terms of the Creative Commons Attribution License, which permits use, distribution and reproduction in any medium, provided the original work is properly cited. https://creativecommons.org/licenses/by/4.0/ © 2015 The Authors. Published by Wiley-VCH Verlag GmbH & Co. KGaA. This is an open access article under the terms of the Creative Commons Attribution License, which permits use, distribution and reproduction in any medium, provided the original work is properly cited.
spellingShingle Communications
Liptrot, David J
Hill, Michael S
Mahon, Mary F
Wilson, Andrew S S
Alkaline-Earth-Catalyzed Dehydrocoupling of Amines and Boranes
title Alkaline-Earth-Catalyzed Dehydrocoupling of Amines and Boranes
title_full Alkaline-Earth-Catalyzed Dehydrocoupling of Amines and Boranes
title_fullStr Alkaline-Earth-Catalyzed Dehydrocoupling of Amines and Boranes
title_full_unstemmed Alkaline-Earth-Catalyzed Dehydrocoupling of Amines and Boranes
title_short Alkaline-Earth-Catalyzed Dehydrocoupling of Amines and Boranes
title_sort alkaline-earth-catalyzed dehydrocoupling of amines and boranes
topic Communications
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4674969/
https://www.ncbi.nlm.nih.gov/pubmed/26360523
http://dx.doi.org/10.1002/anie.201505949
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AT wilsonandrewss alkalineearthcatalyzeddehydrocouplingofaminesandboranes

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