Investigations of silicon substitution on enol chemistry and vinyl cation stability

This thesis is concerned with silicon substituent effects on two types of reactive intermediates. The effect of ;For the phenylacetyltrimethylsilane system, the (E)-isomer is more stable in both the enol and enolate ion forms. The effect of the ;The effect of ;The rate acceleration for the generation of ;The (E)- and (Z)-enols of phenylacetyltrimethylsilane were generated in water from the silyl enol ether precursors. Rates of ketonization of the enols and the enolization of phenylacetyltrimethylsilane were measured. The (E)- and (Z)-enol acidity constants and the overall ketone acidity constant were also determined. The combination of these data gave the isomerization equilibrium constants, K...