Selective Double Addition Reaction of an E‒H Bond (E = Si, B) to a C≡N Triple Bond of Organonitriles

The catalytic double hydrometalation such as hydrosilylation and hydroborylation of organonitriles has attracted considerable attention because the obtained products are widely used in organic synthesis and it is thought to be one of the effective methods for reduction of organonitriles. However, th...

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Detalles Bibliográficos
Autores principales: Itazaki, Masumi, Nakazawa, Hiroshi
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2018
Materias:
Review
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6278643/
https://www.ncbi.nlm.nih.gov/pubmed/30366430
http://dx.doi.org/10.3390/molecules23112769
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author Itazaki, Masumi
Nakazawa, Hiroshi
author_facet Itazaki, Masumi
Nakazawa, Hiroshi
author_sort Itazaki, Masumi
collection PubMed
description The catalytic double hydrometalation such as hydrosilylation and hydroborylation of organonitriles has attracted considerable attention because the obtained products are widely used in organic synthesis and it is thought to be one of the effective methods for reduction of organonitriles. However, the examples of these reactions are quite limited to date. This paper summarizes the development of selective double hydrosilylation, double hydroborylation, and dihydroborylsilylation of organonitriles, including their reaction mechanisms and the role of the metal species in the catalytic cycle.
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spelling pubmed-62786432018-12-28 Selective Double Addition Reaction of an E‒H Bond (E = Si, B) to a C≡N Triple Bond of Organonitriles Itazaki, Masumi Nakazawa, Hiroshi Molecules Review The catalytic double hydrometalation such as hydrosilylation and hydroborylation of organonitriles has attracted considerable attention because the obtained products are widely used in organic synthesis and it is thought to be one of the effective methods for reduction of organonitriles. However, the examples of these reactions are quite limited to date. This paper summarizes the development of selective double hydrosilylation, double hydroborylation, and dihydroborylsilylation of organonitriles, including their reaction mechanisms and the role of the metal species in the catalytic cycle. MDPI 2018-10-25 /pmc/articles/PMC6278643/ /pubmed/30366430 http://dx.doi.org/10.3390/molecules23112769 Text en © 2018 by the authors. Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (http://creativecommons.org/licenses/by/4.0/).
spellingShingle Review
Itazaki, Masumi
Nakazawa, Hiroshi
Selective Double Addition Reaction of an E‒H Bond (E = Si, B) to a C≡N Triple Bond of Organonitriles
title Selective Double Addition Reaction of an E‒H Bond (E = Si, B) to a C≡N Triple Bond of Organonitriles
title_full Selective Double Addition Reaction of an E‒H Bond (E = Si, B) to a C≡N Triple Bond of Organonitriles
title_fullStr Selective Double Addition Reaction of an E‒H Bond (E = Si, B) to a C≡N Triple Bond of Organonitriles
title_full_unstemmed Selective Double Addition Reaction of an E‒H Bond (E = Si, B) to a C≡N Triple Bond of Organonitriles
title_short Selective Double Addition Reaction of an E‒H Bond (E = Si, B) to a C≡N Triple Bond of Organonitriles
title_sort selective double addition reaction of an e‒h bond (e = si, b) to a c≡n triple bond of organonitriles
topic Review
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6278643/
https://www.ncbi.nlm.nih.gov/pubmed/30366430
http://dx.doi.org/10.3390/molecules23112769
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AT nakazawahiroshi selectivedoubleadditionreactionofanehbondesibtoacntriplebondoforganonitriles

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