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Highly Efficient O-Silylation of Alcohol with Vinylsilane Using a Rh(I)/HCl Catalyst at Room Temperature
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Abstract
Highly efficient O-silylation of alcohol with vinylsilane was developed using a catalyst system consisting of [(COE)2RhCl]2 and HCl. In this reaction, a key intermediate is chlorosilane, generated from vinylsilane and HCl, which can be regenerated in the catalytic cycle. Various alcohols and vinylsilanes were applied to the preparation of silyl ether compounds with this catalyst system.
Citing Articles
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This article has been cited by 3 ACS Journal articles (3 most recent appear below).
Transition-Metal-Catalyzed Immobilization of Organic Functional Groups onto Solid Supports through Vinylsilane Coupling Reactions
Jung-Woo Park and Chul-Ho JunJournal of the American Chemical Society2010 132 (21), 7268-7269Transition-Metal-Catalyzed Immobilization of Organic Functional Groups onto Solid Supports through Vinylsilane Coupling Reactions
Jung-Woo Park and Chul-Ho JunJournal of the American Chemical Society2010 132 (21), 7268-7269A novel and efficient grafting method for covalent bonding of functional organic molecules to silica or glass surfaces has been developed. The protocol employs transition-metal-catalyzed reactions of vinylsilanes with surface hydroxyl groups. ...
Ruthenium-Catalyzed Nucleophilic Allylic Substitution Reactions from β-Silylated Allylic Carbonates
Hui-Jun Zhang, Bernard Demerseman, Loïc Toupet, Zhenfeng Xi and Christian BruneauOrganometallics2009 28 (17), 5173-5182Ruthenium-Catalyzed Nucleophilic Allylic Substitution Reactions from β-Silylated Allylic Carbonates
Hui-Jun Zhang, Bernard Demerseman, Loïc Toupet, Zhenfeng Xi and Christian BruneauOrganometallics2009 28 (17), 5173-5182The trans addition of HSiEt3 to propargylic ethyl carbonates catalyzed by the ruthenium complex [Ru(C5Me5)(MeCN)3][PF6], 1, leads to H2C═C(SiEt3)CH(R)OCO2Et (R = H, Me, Prn, or Ph) derivatives as allylic substrates for subsequent ruthenium-catalyzed ...
Regio- and Stereoselective Synthesis of Multisubstituted Vinylsilanes via Zirconacycles
Yasushi Nishihara, Daisuke Saito, Kenki Tanemura, Shintaro Noyori and Kentaro TakagiOrganic Letters2009 11 (16), 3546-3549Regio- and Stereoselective Synthesis of Multisubstituted Vinylsilanes via Zirconacycles
Yasushi Nishihara, Daisuke Saito, Kenki Tanemura, Shintaro Noyori and Kentaro TakagiOrganic Letters2009 11 (16), 3546-3549A series of novel multisubstituted vinylsilanes are prepared regio- and stereoselectively by carbozirconation of various alkynylsilanes through zirconacycles such as zirconacyclopropenes and zirconacyclopentenes and the subsequent transformation of the ...
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History
- Published In Issue September 27, 2007
- Received August 6, 2007
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