Efficient synthesis and structural characteristics of zwitterionic twisted π-electron system biaryls

Hu Kang, Antonio Facchetti, Charlotte L. Stern, Arnold L. Rheingold, W. Scott Kassel, Tobin J. Marks

Research output: Contribution to journalArticle

42 Citations (Scopus)

Abstract

(Chemical Equation Presented) A series of unconventional twisted π-electron system molecules has been synthesized via Suzuki cross-coupling of two sterically hindered arenes. Crystallographic analysis of these molecules reveals a large ring-ring dihedral twist angle (87°) and a highly charge-separated zwitterionic ground state. An efficient conversion of phenols into aryl halides is also reported.

Original languageEnglish
Pages (from-to)3721-3724
Number of pages4
JournalOrganic Letters
Volume7
Issue number17
DOIs
Publication statusPublished - Aug 18 2005

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ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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