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University of Nebraska - Lincoln

2012

Alkynes

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Full-Text Articles in Chemistry

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 May 2012

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

Patrick Dussault Publications

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.