Synthesis of cyanooxovanadate and cyanosilylation of ketones

The cyanosilylation was performed by using metavanadate catalysts, and in situ measurements revealed the formation of [VO(2)(CN)(3)](2−) and [VO(4)TMS(2)](−) under reaction conditions. The reaction of [VO(2)(CN)(3)](2−), trimethylsilyl cyanide (TMSCN), and water afforded [VO(4)TMS(2)](−) and CN(−),...

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Autores principales: Kikukawa, Yuji, Kawabata, Hiroko, Hayashi, Yoshihito
Formato: Online Artículo Texto
Lenguaje:English
Publicado: The Royal Society of Chemistry 2021
Materias:
Chemistry
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9041443/
https://www.ncbi.nlm.nih.gov/pubmed/35496882
http://dx.doi.org/10.1039/d1ra05879g
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author Kikukawa, Yuji
Kawabata, Hiroko
Hayashi, Yoshihito
author_facet Kikukawa, Yuji
Kawabata, Hiroko
Hayashi, Yoshihito
author_sort Kikukawa, Yuji
collection PubMed
description The cyanosilylation was performed by using metavanadate catalysts, and in situ measurements revealed the formation of [VO(2)(CN)(3)](2−) and [VO(4)TMS(2)](−) under reaction conditions. The reaction of [VO(2)(CN)(3)](2−), trimethylsilyl cyanide (TMSCN), and water afforded [VO(4)TMS(2)](−) and CN(−), which reacted with ketones to yield the corresponding cyanohydrin trimethylsilyl ethers over [VO(2)(CN)(3)](2−). Compound [VO(2)(CN)(3)](2−) showed high catalytic performance for cyanosilylation of various carbonyl compounds. In the case of n-hexanal, turnover frequency reached up to 250 s(−1).
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spelling pubmed-90414432022-04-28 Synthesis of cyanooxovanadate and cyanosilylation of ketones Kikukawa, Yuji Kawabata, Hiroko Hayashi, Yoshihito RSC Adv Chemistry The cyanosilylation was performed by using metavanadate catalysts, and in situ measurements revealed the formation of [VO(2)(CN)(3)](2−) and [VO(4)TMS(2)](−) under reaction conditions. The reaction of [VO(2)(CN)(3)](2−), trimethylsilyl cyanide (TMSCN), and water afforded [VO(4)TMS(2)](−) and CN(−), which reacted with ketones to yield the corresponding cyanohydrin trimethylsilyl ethers over [VO(2)(CN)(3)](2−). Compound [VO(2)(CN)(3)](2−) showed high catalytic performance for cyanosilylation of various carbonyl compounds. In the case of n-hexanal, turnover frequency reached up to 250 s(−1). The Royal Society of Chemistry 2021-09-27 /pmc/articles/PMC9041443/ /pubmed/35496882 http://dx.doi.org/10.1039/d1ra05879g Text en This journal is © The Royal Society of Chemistry https://creativecommons.org/licenses/by/3.0/
spellingShingle Chemistry
Kikukawa, Yuji
Kawabata, Hiroko
Hayashi, Yoshihito
Synthesis of cyanooxovanadate and cyanosilylation of ketones
title Synthesis of cyanooxovanadate and cyanosilylation of ketones
title_full Synthesis of cyanooxovanadate and cyanosilylation of ketones
title_fullStr Synthesis of cyanooxovanadate and cyanosilylation of ketones
title_full_unstemmed Synthesis of cyanooxovanadate and cyanosilylation of ketones
title_short Synthesis of cyanooxovanadate and cyanosilylation of ketones
title_sort synthesis of cyanooxovanadate and cyanosilylation of ketones
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9041443/
https://www.ncbi.nlm.nih.gov/pubmed/35496882
http://dx.doi.org/10.1039/d1ra05879g
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