Abstract

Reactions between organogermyllithium R 3GeLi and several substrates favoring SET reactions (3,5-di-t-butyl-orthoquinone, fluorenone, tetracyanoquinodimethane, 2,4,6-tri-t-butylnitrosobenzene, etc.) lead mainly to the formation of digermanes and O- or N-germyl adducts. All these reactions seem to proceed principally by single-electron transfer. An ESR study of the reaction shows transient organic radical anion formation and germanium-centred radicals R 3Ge. The prepondancy of this mechanism can be demonstrated by the reaction between R 3GeLi and a paramagnetic quinonic species, the galvinoxyl radical: the latter is almost completely transformed into a diamagnetic anion. Digermanes mainly produced in these reactions are formed via radicalar duplication as well as lithiogermolysis of reaction adducts.

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