THE REACTION OF CARBANIONS WITH 2-SUBSTITUTED -2-NITROPROPANES SUBSTITUTION AND DIMERIZATION OCCURRING BY RADICAL CHAIN PROCESSES INVOLVING ELECTRON TRANSFER

Article abstract of DOI:10.1016/0040-4020(82)80123-3

The reaction of mono-enolate anions with O2NCMe2X where X=Cl, NO2, p-MePhSO2 yield coupling (RCOCH(R')(CMe2NO2) and enolate dimerization products (RCOCH(R')CH(R')COR) by free radical chain mechanisms involving bimolecular substitution or electron transfer reactions between the enolate anion and the intermediate nitro alkane radical anion (XCMe2NO2<*>(1-)).