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Silylboronate-Mediated Defluorosilylation of Aryl Fluorides with or without Ni-Catalyst

The defluorosilylation of aryl fluorides to access aryl silanes was achieved under transition-metal-free conditions via an inert C–F bond activation. The defluorosilylation, mediated by silylboronates and KOtBu, proceeded smoothly at room temperature to afford various aryl silanes in good yields. Al...

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Autores principales: Zhou, Jun, Zhao, Zhengyu, Shibata, Norio
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Frontiers Media S.A. 2021
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8573161/
https://www.ncbi.nlm.nih.gov/pubmed/34760872
http://dx.doi.org/10.3389/fchem.2021.771473
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author Zhou, Jun
Zhao, Zhengyu
Shibata, Norio
author_facet Zhou, Jun
Zhao, Zhengyu
Shibata, Norio
author_sort Zhou, Jun
collection PubMed
description The defluorosilylation of aryl fluorides to access aryl silanes was achieved under transition-metal-free conditions via an inert C–F bond activation. The defluorosilylation, mediated by silylboronates and KOtBu, proceeded smoothly at room temperature to afford various aryl silanes in good yields. Although a comparative experiment indicated that Ni catalyst facilitated this transformation more efficiently, the transition-metal-free protocol is advantageous from a green chemistry perspective.
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spelling pubmed-85731612021-11-09 Silylboronate-Mediated Defluorosilylation of Aryl Fluorides with or without Ni-Catalyst Zhou, Jun Zhao, Zhengyu Shibata, Norio Front Chem Chemistry The defluorosilylation of aryl fluorides to access aryl silanes was achieved under transition-metal-free conditions via an inert C–F bond activation. The defluorosilylation, mediated by silylboronates and KOtBu, proceeded smoothly at room temperature to afford various aryl silanes in good yields. Although a comparative experiment indicated that Ni catalyst facilitated this transformation more efficiently, the transition-metal-free protocol is advantageous from a green chemistry perspective. Frontiers Media S.A. 2021-10-25 /pmc/articles/PMC8573161/ /pubmed/34760872 http://dx.doi.org/10.3389/fchem.2021.771473 Text en Copyright © 2021 Zhou, Zhao and Shibata. https://creativecommons.org/licenses/by/4.0/This is an open-access article distributed under the terms of the Creative Commons Attribution License (CC BY). The use, distribution or reproduction in other forums is permitted, provided the original author(s) and the copyright owner(s) are credited and that the original publication in this journal is cited, in accordance with accepted academic practice. No use, distribution or reproduction is permitted which does not comply with these terms.
spellingShingle Chemistry
Zhou, Jun
Zhao, Zhengyu
Shibata, Norio
Silylboronate-Mediated Defluorosilylation of Aryl Fluorides with or without Ni-Catalyst
title Silylboronate-Mediated Defluorosilylation of Aryl Fluorides with or without Ni-Catalyst
title_full Silylboronate-Mediated Defluorosilylation of Aryl Fluorides with or without Ni-Catalyst
title_fullStr Silylboronate-Mediated Defluorosilylation of Aryl Fluorides with or without Ni-Catalyst
title_full_unstemmed Silylboronate-Mediated Defluorosilylation of Aryl Fluorides with or without Ni-Catalyst
title_short Silylboronate-Mediated Defluorosilylation of Aryl Fluorides with or without Ni-Catalyst
title_sort silylboronate-mediated defluorosilylation of aryl fluorides with or without ni-catalyst
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8573161/
https://www.ncbi.nlm.nih.gov/pubmed/34760872
http://dx.doi.org/10.3389/fchem.2021.771473
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