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A Convenient and Efficient Rhenium‐Catalyzed Hydrosilylation of Ketones and Aldehydes
Author(s) -
Dong Hailin,
Berke Heinz
Publication year - 2009
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.200900246
Subject(s) - hydrosilylation , chlorobenzene , chemistry , triethylsilane , rhenium , silanes , catalysis , organic chemistry , aldehyde , homogeneous catalysis , solvent , chloroplatinic acid , platinum , silane
The easily available rhenium(I) complex [Re(CH 3 CN) 3 Br 2 (NO)] catalyzes the homogeneous hydrosilylation of a great variety of organic carbonyl compounds (ketones and aldehydes). The reaction is quite sensitive to the solvent applied. Chlorobenzene was found to be superior over all the other solvents used. Various aliphatic and aromatic silanes were tested. Excellent yields were achieved at 85 °C in chlorobenzene using triethylsilane, the reaction affording TOF values of up to 495 h −1 . A possible reaction mechanism for the hydrosilylation is presented.