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New Digermylalkenes and Digermylalkynes: [1,3]-Chlorine Shift in Organogermanium Chemistry?

Domenii publicaţii > Chimie + Tipuri publicaţii > Articol în revistã ştiinţificã

Autori: Gabriela Nemes, Jean Escudie, Ioan Silaghi-Dumitrescu, Henri Ranaivonjatovo, Luminita Silaghi-Dumitrescu, Heinz Gornitzka

Editorial: Wiley, Organometallics, 26, p.5136-5139, 2007.


Dimesitylfluoro(trichloromethyl)germane 1 has been synthesized from difluorodimesitylgermane, chloroform and n-butyllithium. Addition of n-butyllithium to compound 1 gave the lithium derivative 2 which behaves as a synthetic equivalent of the C,C-dichlorogermene Mes2Ge=CCl2. Warming 2 to room temperature afforded the 1,2-digermylalkene 6 possibly by an unprecedented [1,3]-Cl shift from the transient germene 12. Addition of tert-butyllithium to 6 gave bis(chlorogermyl)alkyne 13 probably through a 3-chloro-1-germaallene/(chlorogermyl)alkyne rearrangement. B3LYP/6-31G(d) calculations have been carried out to investigate the possible reaction mechanisms.

Cuvinte cheie: [1,3]-Chlorine Shifts, 3-chloro-1-germaallene/(chlorogermyl)alkyne