1,4-Diamino- and 1,4-Dibutylamino-anthraquinones: Reduction and/or Deprotonation-initiated Elimination of the Butyl Groups in Dipolar Aprotic Media
The standard redox potentials of the one- and two-electron reductions of the title compounds have been determined.The deprotonated form of the dibutylamino compound underwent a base-initiated elimination of the butyl groups and the basicity of the radical anion resulting from one-electron reduction was sufficient to provoke the same type of cleavage through an initial father-son reaction.A multi-step mechanism is proposed for the elimination on the basis of the identification of intermediates.
Anne, Agnes
p. 311 - 318
(2007/10/02)
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