Topological Control of Electron Localization in π-Conjugated Polyarylmethyl Carbopolyanions and Radical Anions

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Abstract

The polyarylmethyl carbodecaanion 410−,10Li+ and its lower homologues can be considered as ensembles of uniformly charged, weakly interacting, arylmethyl anion fragments. Preparation of the carbopolyanions and their analysis by NMR spectroscopy, UV-vis spectroscopy, and electrochemistry are reported. The carbopolyanions are obtained by cleavage of the ether precursors with lithium in tetrahydrofuran. The mechanism of this reaction (for monoanions and dianions) is investigated using NMR, UV-vis, and ESR spectroscopy. Electron localization in the 1,3-connected polyarylmethyl 2•−,Li+ radical anion and derealization in the 1,4-connected polyarylmethyl radical anion 7•−,Li+ on the ESR time scale is found.

Original languageEnglish (US)
Pages (from-to)9242-9251
Number of pages10
JournalJournal of the American Chemical Society
Volume113
Issue number24
DOIs
StatePublished - Nov 1 1991

ASJC Scopus subject areas

  • Catalysis
  • Chemistry(all)
  • Biochemistry
  • Colloid and Surface Chemistry

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