The Synthesis and Pyrolytic Rearrangement of Phthalate Esters of Some Tertiary Silanols. An Attempt to Prepare a Silicon Carbon Double Bond Species

The synthesis and pyrolysis of the methyl phthalate esters of diphenylmethylsilyl, t-butylsilyl, benzyldiphenylsilyl, and optically active 2-octanol yielded corresponding silyl ethers and phthalic anhydride. In the case of the latter compound, almost complete retention of configuration was observed about the asymmetric carbon atom. A mechanism is proposed for this rearrangement.