Formation of gas-phase dianions and distonic ions as a general method for the synthesis of protected reactive intermediates. Energetics of 2, 3-and 2, 6- …

DR Reed, M Hare, SR Kass

Index: Reed; Hare; Kass Journal of the American Chemical Society, 2000 , vol. 122, # 43 p. 10689 - 10696

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Citation Number: 30

Abstract

New methods for the regioselective formation of radical anions are described. Dicarboxylates are generated by electrospray ionization mass spectrometry and lose carbon dioxide and an electron upon collision-induced dissociation to afford distonic ions. These radical anions also can be synthesized via laser desorption, chemical ionization, and electron ionization of dibenzyl esters. Subsequent fragmentation of the remaining CO2 ...