Generation of aryl anions by double electron transfer to aryl iodides from a neutral ground-state organic super electron donor (SED)

J.A. Murphy, S. Zhou, C.T. Tuttle, F. Schoenebeck, M. Mohan, S.R. Park, L.E.A. Berlouis, D.W. Thomson

Research output: Contribution to journalArticle

91 Citations (Scopus)

Abstract

Stabilized carbanions can be prepared by deprotonation of the corresponding carbon acids, but more reactive carbanions, such as aryl anions, are usually made
by metal–halogen exchange or by electrochemical routes.[1] Whereas the use of metals and organometallic compounds to form aryl anions is well established, the
use of totally organic electron-transfer agents, in the absence of photochemical
activation, is completely unknown.[2] Herein we report the first neutral organic
molecule to achieve this feat.
Original languageEnglish
Pages (from-to)5178-5183
Number of pages6
JournalAgewandte Chemie-International Edition
Volume46
DOIs
Publication statusPublished - 2007

Keywords

  • aryl anions
  • synthetic methods
  • reduction
  • electron transfer

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