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Highly efficient and chemoselective trimethylsilylation of alcohols and phenols with hexamethyldisilazane (HMDS) catalyzed by reusable electron-deficient [Ti(salophen)(OTf)2]
Authors:Maryam YadegariMajid Moghadam  Shahram TangestaninejadValiollah Mirkhani  Iraj Mohammadpoor-Baltork
Affiliation:a Department of Chemistry, Science and Research Branch, Islamic Azad University, Tehran, Iran
b Department of Chemistry, Catalysis Division, University of Isfahan, Isfahan 81746-7344, Iran
Abstract:In the present work, highly efficient trimethylsilylation of alcohols and phenols with hexamethyldisilazane (HMDS) catalyzed by high-valent [TiIV(salophen)(OTf)2] is reported. Under these conditions, primary, secondary and tertiary alcohols as well as phenols were silylated in short reaction times and high yields. It is noteworthy that this method can be used for chemoselective silylation of primary alcohols in the presence of secondary and tertiary alcohols and phenols. The catalyst was reused several times without loss of its catalytic activity.
Keywords:Titanium Schiff base   HMDS   Alcohol   Phenol   TMS-ether
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