Randall Breckon ACF Abstract FY10

Investigation of the Silaallyl Anion

Conference Name: Spring 2010/239th National Meeting of the American Chemical Society

Computational and experimental investigations of the allyl anion and allyllithium have provided significant insight into the structure of this compound and its rotational barriers. Replacement of a terminal carbon with silicon yields a silaallyl anion, which has interesting properties. We are investigating the rotational barriers of the silaallyl anion and its derivatives as these compounds will lead to insights into the nature of the silicon-carbon double bond as well as resonance involving silicon. The results of attempts to synthesize diphenylvinylsilyllithium and silafluorene analogs will be reported. In addition, computational modeling studies done to predict the structures and the rotational barriers for the four systems dimethyl, di-t-butyl, diphenyl and fluorenyl silaallyllithium will be discussed.