Palladium precatalysts containing meta-terarylphosphine ligands for expedient copper-free Sonogashira cross-coupling reactions

Yong Yang, Joyce Fen Yan Lim, Xinying Chew, Edward G. Robins, Charles W. Johannes, Yee Hwee Lim, Howard Jong

Research output: Contribution to journalArticlepeer-review

20 Citations (Scopus)

Abstract

Three novel palladium complexes utilizing different variations of the evolutionary meta-terarylphosphine ligand, Cy∗Phine, were developed. These air- and moisture-stable complexes, PdCl2L2 (L = Cy∗Phine, Cy∗Phine-CF3 and Cy∗Phine-nBu), demonstrated exceptional broad-based performance and operational simplicity in the copper-free Sonogashira cross-coupling of challenging (hetero-)aryl chlorides and terminal alkynes. Modifications to the periphery of the ligand scaffold showed modest improvements in the reaction rate when more electron-donating substituents were incorporated, which hints at potential design upgrades in the future.

Original languageEnglish
Pages (from-to)3501-3506
Number of pages6
JournalCatalysis Science and Technology
Volume5
Issue number7
DOIs
Publication statusPublished or Issued - 1 Jul 2015
Externally publishedYes

ASJC Scopus subject areas

  • Catalysis

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