Reactivity of 2,6-diethyl-4,8-dimethyl-1,5-dioxo-s-hydrindacene towards radical, anionic and cationic germylation

摘要

The synthesis and diastereoisomeric resolution of 2,6-diethyl-4,8-dimethyl-1,5-dioxo-s-hydrindacene allowed the determination of the structure of the meso compound by X-ray diffractometry. The diastereoisomers were inactive towards radical germylation but reacted with acidic hydrogermanes or germylithium yielding alpha-germylated alcohols. By contrast, they were poorly reactive towards germylamines or SET reactions. This diketone acts as an efficient spin trap in radical hydrogermylation of alkenes. (C) 2003 Elsevier B.V. All rights reserved. [References: 16]