Different radical initiation techniques of hydrosilylation reactions of multiple bonds in water: Dioxygen initiation

The relevance of radical initiation methodologies for the classical hydrosilylation reactions of organic compounds bearing C-C multiple bonds is due to the need to come up with newer and more efficient methods to effect this reaction, on account of its applications on surface chemistry. In the past,...

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Publicado: 2010
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Acceso en línea:https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_08943230_v23_n10_p910_Postigo
http://hdl.handle.net/20.500.12110/paper_08943230_v23_n10_p910_Postigo
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spelling paper:paper_08943230_v23_n10_p910_Postigo2023-06-08T15:47:45Z Different radical initiation techniques of hydrosilylation reactions of multiple bonds in water: Dioxygen initiation dioxygen initiation hydrosilylation radical reactions in water reaction mechanisms tris(trimethylsilyl)silane Azo compound Chain initiation Chemical radicals Dioxygens Efficient method Hydrosilylation reaction Multiple bonds Photochemical decompositions Photochemical method Radical initiations radical reactions in water Reaction mechanism Stereo-selective Thermal initiations TO effect Triple bonds Tris(trimethylsilyl)silane Chemical bonds Hydrosilylation Olefins Reaction kinetics Surface chemistry Decomposition The relevance of radical initiation methodologies for the classical hydrosilylation reactions of organic compounds bearing C-C multiple bonds is due to the need to come up with newer and more efficient methods to effect this reaction, on account of its applications on surface chemistry. In the past, when organic solventswere employed, thermal and photochemical methods for the chain initiation reaction have been documented (thermal and photochemical decompositions of azo compounds). We herein present the dioxygen-initiation technique of the classical radical hydrosilylation reaction of C-C triple bonds with tris(trimethylsilyl)silane ((Me3Si)3SiH) in water. This initiation technique is confronted with the photochemical radical initiation in the absence of a chemical radical precursor other than the silane and also confronted with the classical thermal initiation triggered by the decomposition of an azo compound, both performed in water. The radical-based dioxygen initiation methodology studied in water is shown to afford the highest Z:E stereoselective ratios of hydrosilylated alkenes. Copyright © 2010 John Wiley and Sons, Ltd. 2010 https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_08943230_v23_n10_p910_Postigo http://hdl.handle.net/20.500.12110/paper_08943230_v23_n10_p910_Postigo
institution Universidad de Buenos Aires
institution_str I-28
repository_str R-134
collection Biblioteca Digital - Facultad de Ciencias Exactas y Naturales (UBA)
topic dioxygen initiation
hydrosilylation
radical reactions in water
reaction mechanisms
tris(trimethylsilyl)silane
Azo compound
Chain initiation
Chemical radicals
Dioxygens
Efficient method
Hydrosilylation reaction
Multiple bonds
Photochemical decompositions
Photochemical method
Radical initiations
radical reactions in water
Reaction mechanism
Stereo-selective
Thermal initiations
TO effect
Triple bonds
Tris(trimethylsilyl)silane
Chemical bonds
Hydrosilylation
Olefins
Reaction kinetics
Surface chemistry
Decomposition
spellingShingle dioxygen initiation
hydrosilylation
radical reactions in water
reaction mechanisms
tris(trimethylsilyl)silane
Azo compound
Chain initiation
Chemical radicals
Dioxygens
Efficient method
Hydrosilylation reaction
Multiple bonds
Photochemical decompositions
Photochemical method
Radical initiations
radical reactions in water
Reaction mechanism
Stereo-selective
Thermal initiations
TO effect
Triple bonds
Tris(trimethylsilyl)silane
Chemical bonds
Hydrosilylation
Olefins
Reaction kinetics
Surface chemistry
Decomposition
Different radical initiation techniques of hydrosilylation reactions of multiple bonds in water: Dioxygen initiation
topic_facet dioxygen initiation
hydrosilylation
radical reactions in water
reaction mechanisms
tris(trimethylsilyl)silane
Azo compound
Chain initiation
Chemical radicals
Dioxygens
Efficient method
Hydrosilylation reaction
Multiple bonds
Photochemical decompositions
Photochemical method
Radical initiations
radical reactions in water
Reaction mechanism
Stereo-selective
Thermal initiations
TO effect
Triple bonds
Tris(trimethylsilyl)silane
Chemical bonds
Hydrosilylation
Olefins
Reaction kinetics
Surface chemistry
Decomposition
description The relevance of radical initiation methodologies for the classical hydrosilylation reactions of organic compounds bearing C-C multiple bonds is due to the need to come up with newer and more efficient methods to effect this reaction, on account of its applications on surface chemistry. In the past, when organic solventswere employed, thermal and photochemical methods for the chain initiation reaction have been documented (thermal and photochemical decompositions of azo compounds). We herein present the dioxygen-initiation technique of the classical radical hydrosilylation reaction of C-C triple bonds with tris(trimethylsilyl)silane ((Me3Si)3SiH) in water. This initiation technique is confronted with the photochemical radical initiation in the absence of a chemical radical precursor other than the silane and also confronted with the classical thermal initiation triggered by the decomposition of an azo compound, both performed in water. The radical-based dioxygen initiation methodology studied in water is shown to afford the highest Z:E stereoselective ratios of hydrosilylated alkenes. Copyright © 2010 John Wiley and Sons, Ltd.
title Different radical initiation techniques of hydrosilylation reactions of multiple bonds in water: Dioxygen initiation
title_short Different radical initiation techniques of hydrosilylation reactions of multiple bonds in water: Dioxygen initiation
title_full Different radical initiation techniques of hydrosilylation reactions of multiple bonds in water: Dioxygen initiation
title_fullStr Different radical initiation techniques of hydrosilylation reactions of multiple bonds in water: Dioxygen initiation
title_full_unstemmed Different radical initiation techniques of hydrosilylation reactions of multiple bonds in water: Dioxygen initiation
title_sort different radical initiation techniques of hydrosilylation reactions of multiple bonds in water: dioxygen initiation
publishDate 2010
url https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_08943230_v23_n10_p910_Postigo
http://hdl.handle.net/20.500.12110/paper_08943230_v23_n10_p910_Postigo
_version_ 1768545791457099776