Abstract
Mixtures of trimethylgermanium hydride and halogenoalkanes have been irradiated by a medium pressure mercury lamp. A rapid reaction has been observed in which a halogen atom on the original halogenoalkane is displaced by a hydrogen atom and trimethylgermanium halide is formed. The reaction is exactly similar to that previously reported for trimethyltin hydride, and is interpreted as a radical chain reaction. The reactivity of different sites in monosubstituted alkanes is in the order tertiary > secondary > primary but trimethylgermanium radicals are less selective than trimethyltin radicals. However, in chlorine abstraction from a range of compounds with the general formula RCCl3, trimethylgermanium radicals are considerably more selective. These apparently conflicting results are interpreted in terms of polar forces in the transition state.
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Schedule a callMore From: Journal of the Chemical Society, Perkin Transactions 2
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