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Preparation of Silica Supported Tin Chloride: As a Recyclable Catalyst for the Silylation of Hydroxyl Groups with HMDS
Author(s) -
Niknam Khodabakhsh,
Zolfigol Mohammad Ali,
Saberi Dariush,
Molaee Hajar
Publication year - 2009
Publication title -
journal of the chinese chemical society
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.329
H-Index - 45
eISSN - 2192-6549
pISSN - 0009-4536
DOI - 10.1002/jccs.200900181
Subject(s) - chemistry , silylation , tin , toluene , trimethylsilyl , catalysis , chloride , silica gel , organic chemistry , inorganic chemistry
Silica‐supported tin chloride [SiO 2 ‐Sn(Cl) 4‐n ] has been prepared by mixing tin chloride with activated silica gel in toluene under refluxing conditions for one day. A range of primary, secondary, and tertiary alcohols as well as phenolic hydroxyl groups were converted into their corresponding trimethylsilyl ethers with hexamethyldisilazane in the presence of catalytic amounts of silica‐supported tin chloride at room temperature. An excellent chemoselective silylation of hydroxyl groups in the presence of other functional groups was also observed. This catalyst could be recycled and reused fifteen times without loss of efficiency.