The Journal of Organic Chemistry

Broensted correlations for electron transfer from carbanions to halomethyl phenyl sulfone and 1, 1-dinitroalkane-type acceptors

FG Bordwell, AH Clemens

Index: Bordwell, Frederick G.; Clemens, Anthony H. Journal of Organic Chemistry, 1982 , vol. 47, # 13 p. 2510 - 2516

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Citation Number: 18

Abstract

9-Substituted fluorenyl carbanions, 9-G-F1-, with G= Ar or Me, have been dimerized to (9-G- F1), by reaction in M ea 0 solution with PhSOzCH2X and bC (N02) X electron acceptors. Rate measurements revealed the following electron-accepting abilities: c-CeHlo (NOz) z> Me2C (N02) 2> PhSOzCH2Br, PhS02CH21> c-C6Hlo (N02) CN> c-C6Hlo (N02) S02C7H7> Me2C (N02) SOzC7H7> PhSOZCH2Cl. The rate-limiting step in these reactions is ...