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  • Title: Triazole-based monophosphine ligands for palladium-catalyzed cross-coupling reactions of aryl chlorides.
    Author: Dai Q, Gao W, Liu D, Kapes LM, Zhang X.
    Journal: J Org Chem; 2006 May 12; 71(10):3928-34. PubMed ID: 16674069.
    Abstract:
    A variety of triazole-based monophosphines (ClickPhos) have been prepared via efficient 1,3-dipolar cycloaddition of readily available azides and acetylenes. Their palladium complexes provided excellent yields in the amination reactions and Suzuki-Miyaura coupling reactions of unactivated aryl chlorides. Ligand 7i, which has a 2,6-dimethoxybenzene moiety, provided good results in Suzuki-Miyaura reaction to form hindered biaryls. A CAChe model for the Pd/7i complex shows that the likelihood of a Pd-arene interaction might be a rationale for its high catalytic reactivity.
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