Benzyltrimethylsilanes

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Nucleophilic Cleavage of Substituted Benzyltrimethylsilanes using Tetraalkylammonium Fluoride in DMSO-H2O Media

Journal Title, Volume, Page: 
Journal of Applied Sciences
Year of Publication: 
2003
Authors: 
F.M.Mahmoud
Chemistry Department, An-Najah N. University, Nablus, P.O.Box, Palestine
Current Affiliation: 
Chemistry Department, An-Najah N. University, Nablus, P.O.Box, Palestine
Mohammed Al-Nuri
Chemistry Department, An-Najah N. University, Nablus, P.O.Box, Palestine
J. A. Daraghmah
Chemistry Department, An-Najah N. University, Nablus, P.O.Box, Palestine
Preferred Abstract (Original): 
The nucleophilic cleavage of substituted benzyltrimethyl-silanes in DMSO-H2O media using tetraalkylammonium fluoride, TAAF, has been studied. The observed rate constants, pseudo first order rate constants, activation, and thermodynamic parameters have been reported. A mechanism for such cleavage has been proposed. The results fit well Hammett equation. The reaction constant, p, value of (6.7) has been reported. The p value is consistent with a substantial negative charge developing in the transition state.
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