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Issue 7, 2015
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Palladium precatalysts containing meta-terarylphosphine ligands for expedient copper-free Sonogashira cross-coupling reactions

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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.

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

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Publication details

The article was received on 07 Apr 2015, accepted on 26 May 2015 and first published on 27 May 2015


Article type: Communication
DOI: 10.1039/C5CY00507H
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Catal. Sci. Technol., 2015,5, 3501-3506

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

    Y. Yang, J. F. Y. Lim, X. Chew, E. G. Robins, C. W. Johannes, Y. H. Lim and H. Jong, Catal. Sci. Technol., 2015, 5, 3501
    DOI: 10.1039/C5CY00507H

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