Rapid,highly efficient and chemoselective trimethylsilylation of alcohols and phenols with hexamethyldisilazane (HMDS) catalyzed by reusable electron‐deficient tin(IV)porphyrin |
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Authors: | Majid Moghadam Shahram Tangestaninejad Valiollah Mirkhani Iraj Mohammadpoor‐Baltork Shadab Gharaati |
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Affiliation: | Department of Chemistry, Catalysis Division, University of Isfahan, Isfahan 81746‐73441, Iran |
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Abstract: | In this paper, rapid and highly efficient trimethylsilylation of alcohols and phenols with hexamethyldisilazane (HMDS) in the presence of catalytic amounts of high‐valent [SnIV(TPP)(OTf)2] is reported. This catalytic system catalyzes trimethylsilylation of primary, secondary and tertiary alcohols as well as phenols, and the corresponding TMS‐ethers were obtained in high yields and short reaction times at room temperature. 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. Copyright © 2009 John Wiley & Sons, Ltd. |
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Keywords: | alcohol phenol trimethylsilyl ether hexamethyldisilazane high‐valen tin(IV) porphyrin |
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