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Electrochemical reductive tert-butyldimethylsilylation of tetrachlorocyclopropene to 1,2,3-tris(tert-butyldimethylsilyl)cyclopropene, a potential strained precursor for Diels-Alder and related cycloaddition reactions, is described. By hydride abstraction with nitrosonium tetrafluoroborate, 1,2,3-tris(tert-butyldimethylsilyl)cyclopropene is ionized quantitatively to Hückeloid 2pi aromatic tris(tert-butyldimethylsilyl)cyclopropenium tetrafluoroborate.

proceedings of the national academy of sciences of the united states of america

Electrochemical preparation of tris( <i>tert-</i> butyldimethylsilyl)cyclopropene and its hydride abstraction to tris( <i>tert-</i> butyldimethylsilyl)cyclopropenium tetrafluoroborate

Electrochemical preparation of tris( tert- butyldimethylsilyl)cyclopropene and its hydride abstraction to tris( tert- butyldimethylsilyl)cyclopropenium tetrafluoroborate