Carbanions azaallylic

The related 1,3-diphenyl-2-azaallyl carbanion also exists in solution as an ion pair. Although the absorption maximum in the electronic spectrum is sensitive to the choice of solvent and counterion, surprisingly, no case has been found to date of a solution which simultaneously shows two absorption bands attributable to the coexistence of tight and loose ion pairs. 

The 2-azaallyl-carbanion of A-[bis(trimethylsilyl)methyl] imines can also be generated the regioselectivity of the carbanion quenching was found to be dependent upon the nature of the base and electrophile. The steric size of the A-[bis(trimethylsilyl)-methyl] group was also found to play a role in influencing regioselectivity of the reaction especially when bulky electrophiles are used. 

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