Regioselective synthesis of tetraalkynylarenes by consecutive dual sonogashira coupling reactions of the bis(triflate) of 4,5-diiodobenzene-1,2- diol

Thomas J. Fisher, Patrick H. Dussault

Research output: Contribution to journalArticle

3 Scopus citations

Abstract

The regioselective synthesis of nonsymmetric tetraalkynylarenes has been readily achieved through consecutive sets of Sonagashira cross-coupling reactions of the bis(triflate) derivative of 4,5-diiodobenzene-1,2-diol. The initial coupling reactions proceeded with nearly complete selectivity for the reaction at the Ar-I linkages. Subsequent coupling reactions at the Ar-OTf linkages were efficiently conducted. The tetraalkynylarene products are of interest as components of organic molecular materials.

Original languageEnglish (US)
Pages (from-to)2831-2836
Number of pages6
JournalEuropean Journal of Organic Chemistry
Issue number14
DOIs
StatePublished - May 1 2012

Keywords

  • Alkynes
  • Cross-coupling
  • Palladium
  • Regioselectivity

ASJC Scopus subject areas

  • Physical and Theoretical Chemistry
  • Organic Chemistry

Fingerprint Dive into the research topics of 'Regioselective synthesis of tetraalkynylarenes by consecutive dual sonogashira coupling reactions of the bis(triflate) of 4,5-diiodobenzene-1,2- diol'. Together they form a unique fingerprint.

  • Cite this