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Geminal Silicon/Zinc Reagent as an Equivalent of Difluoromethylene Bis-carbanion

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journal contribution
posted on 07.03.2014 by Mikhail D. Kosobokov, Vitalij V. Levin, Artem A. Zemtsov, Marina I. Struchkova, Alexander A. Korlyukov, Dmitry E. Arkhipov, Alexander D. Dilman
A new difluorinated reagent, [difluoro­(trimethylsilyl)­methyl]­zinc bromide, bearing C–Zn and C–Si bonds is described. The reagent is conveniently prepared by cobalt-catalyzed halogen/zinc exchange. It can be coupled with two different C-electrophiles in a stepwise manner (with allylic halides for C–Zn bond and aldehydes for C–Si bond) affording products containing a difluoromethylene fragment.