MNDO (Modified Neglect of Differential Overlap) Study of the Reaction of Tetramethylstannane with Bromine

摘要

The mechanism of the brominolysis of alkyl tin compounds has been considerable interest to organometallic chemists primarily due to the observation of stereochemical inversion, as well as retention, at carbon under certain conditions. A wide range of mechanistic pathways have been proposed for this reaction, which has been found, in general, to be first order in both Br2 and the alkyltin. These proposed mechanisms included both concerted, stepwise, and charge-transfer processes. To rationalize the observed stereochemistry at carbon, three transition states (TS) have been proposed.