Catalysis of the Trifluoroethanolysis of Dimethylphenylphenoxysilane

Article abstract of DOI:10.1021/jo00088a038

The buffer-catalyzed trifluoroethanolysis of dimethylphenylphenoxysilane was studied.The reaction exhibits general base catalysis, general acid catalysis, and bifunctional catalysis.The Bronsted values are the following: general base catalysis, β_B = 0.72; general acid catalysis, α_A = 0.65; bifunctional catalysis β_AB = 0.Solvent isotope effects for the acetic acid-tetramethylammonium acetate-catalyzed trifluoroethanolysis are greater than 1.0 for all three mechanisms of catalysis.It is suggested that general acid catalysis, general base catalysis, and bifunctional catalysis are modifications of a similar mechanism.