Catalytic alcoholysis of tetramethylsilane via Pt-mediated C-H bond activation.
Tetramethylsilane reacts with 2,2,2-trifluoroethanol (TFE) in the presence of a cationic platinum(II) catalyst [(NN)PtMe(TFE)]+ (NN = 1,2-bis(3,5-dimethylphenylimino)butane). Catalytic Si-C bond heterolysis results in the formation of the trimethylsilyl ether, Me3SiOCH2CF3, accompanied by liberation of one equivalent of methane. Preliminary experiments suggest that a rate-determining C-H bond activation precedes rapid attack by solvent at silicon to yield the silyl ether product and regenerate the active platinum methyl cation.
Heyduk
Alan F
AF
Arnold and Mabel Beckman Laboratories of Chemical Synthesis, California Institute of Technology, Pasadena, California 91125.
Labinger
Jay A
JA
Bercaw
John E
JE
D000438:Alcohols / Q000737:chemistry*; D002384:Catalysis; D010984:Platinum / Q000737:chemistry*; D012821:Silanes / Q000737:chemistry*; D014297:Trimethylsilyl Compounds
D000438:Alcohols; D012821:Silanes; D014297:Trimethylsilyl Compounds; C073196:tetramethylsilane; D010984:Platinum