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Borane-Protecting Strategy for Hydrosilylation of Phosphorus-Containing Olefins

[Image: see text] Ir-catalyzed hydrosilylation of the alkenyl phosphine borane complex 1 was achieved to give the corresponding products 2. Because the phosphino group coordinates with metals and is unstable under aerobic conditions, the formation of the corresponding borane adduct was effective not...

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Autores principales: Naganawa, Yuki, Fujita, Akira, Sakamoto, Kei, Tanaka, Shinji, Sato, Kazuhiko, Nakajima, Yumiko
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2023
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9933236/
https://www.ncbi.nlm.nih.gov/pubmed/36816693
http://dx.doi.org/10.1021/acsomega.2c07161
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author Naganawa, Yuki
Fujita, Akira
Sakamoto, Kei
Tanaka, Shinji
Sato, Kazuhiko
Nakajima, Yumiko
author_facet Naganawa, Yuki
Fujita, Akira
Sakamoto, Kei
Tanaka, Shinji
Sato, Kazuhiko
Nakajima, Yumiko
author_sort Naganawa, Yuki
collection PubMed
description [Image: see text] Ir-catalyzed hydrosilylation of the alkenyl phosphine borane complex 1 was achieved to give the corresponding products 2. Because the phosphino group coordinates with metals and is unstable under aerobic conditions, the formation of the corresponding borane adduct was effective not only to promote the target hydrosilylation but also to keep 1 stable under aerobic conditions. The removal of coordinated borane from 2 was readily performed with the treatment by 1,4-diazabicyclo[2.2.2]octane to apply to further transformations. The immobilization and following deprotection of 2 on the surface of mesoporous silica were also examined.
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spelling pubmed-99332362023-02-17 Borane-Protecting Strategy for Hydrosilylation of Phosphorus-Containing Olefins Naganawa, Yuki Fujita, Akira Sakamoto, Kei Tanaka, Shinji Sato, Kazuhiko Nakajima, Yumiko ACS Omega [Image: see text] Ir-catalyzed hydrosilylation of the alkenyl phosphine borane complex 1 was achieved to give the corresponding products 2. Because the phosphino group coordinates with metals and is unstable under aerobic conditions, the formation of the corresponding borane adduct was effective not only to promote the target hydrosilylation but also to keep 1 stable under aerobic conditions. The removal of coordinated borane from 2 was readily performed with the treatment by 1,4-diazabicyclo[2.2.2]octane to apply to further transformations. The immobilization and following deprotection of 2 on the surface of mesoporous silica were also examined. American Chemical Society 2023-01-23 /pmc/articles/PMC9933236/ /pubmed/36816693 http://dx.doi.org/10.1021/acsomega.2c07161 Text en © 2023 The Authors. Published by American Chemical Society https://creativecommons.org/licenses/by-nc-nd/4.0/Permits non-commercial access and re-use, provided that author attribution and integrity are maintained; but does not permit creation of adaptations or other derivative works (https://creativecommons.org/licenses/by-nc-nd/4.0/).
spellingShingle Naganawa, Yuki
Fujita, Akira
Sakamoto, Kei
Tanaka, Shinji
Sato, Kazuhiko
Nakajima, Yumiko
Borane-Protecting Strategy for Hydrosilylation of Phosphorus-Containing Olefins
title Borane-Protecting Strategy for Hydrosilylation of Phosphorus-Containing Olefins
title_full Borane-Protecting Strategy for Hydrosilylation of Phosphorus-Containing Olefins
title_fullStr Borane-Protecting Strategy for Hydrosilylation of Phosphorus-Containing Olefins
title_full_unstemmed Borane-Protecting Strategy for Hydrosilylation of Phosphorus-Containing Olefins
title_short Borane-Protecting Strategy for Hydrosilylation of Phosphorus-Containing Olefins
title_sort borane-protecting strategy for hydrosilylation of phosphorus-containing olefins
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9933236/
https://www.ncbi.nlm.nih.gov/pubmed/36816693
http://dx.doi.org/10.1021/acsomega.2c07161
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