SINGLE ELECTRON TRANSFER REACTIONS OF THE AMBIDENT ANION OF 2-CYANO-3-ETHYL-1-METHYL-Δ3-PIPERIDEINE

The reaction of the ambident anion (2)derived from 2-cyano-3-ethyl-1-methyl-Δ3-piperideine (1) with t-butyl halides and p-NO2C6H4CH2X led to formation of the C-2 product (3)and the C-4 product (6) respectively via a probable single electron transfer reaction; dimerization of anion(2) gave dimmers (8)(8), (9), and (10) by electron transfer to m-dinitrobenzene, I2, and 2-methyl-2-nitropropane.