Polyaryl anion radicals via alkali metal reduction of arylurea oligomers

Frederick D. Lewis*, Todd L. Kurth, Chris M. Hattan, Richard C. Reiter, Cheryl D. Stevenson

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

20 Scopus citations

Abstract

A series of N-methylated polyarylurea oligomers have been reduced with potassium metal in HMPA. These reductions result in the transient formation of arylurea anion radicals, which undergo reductive elimination of the urea linkages. The aryl moieties appear in the products as the anion radicals of oligoaryl systems. The reaction is intramolecular, and the sequencing in the polyaryl anion radical remains the same as in the polyarylureas due to the urea-enforced π-π stacking interactions.

Original languageEnglish (US)
Pages (from-to)1605-1608
Number of pages4
JournalOrganic Letters
Volume6
Issue number10
DOIs
StatePublished - May 13 2004

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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