Experimental investigation demonstrates high turnover frequencies using a single-source precatalyst for Sonogashira coupling, highlighting an efficient route for cross-coupling aryl bromides.
A mixture of Na 2 PdCl 4 , CuI and ( t ‐Bu) 3 PH + BF 4 − (molar ratio 4 : 3 : 8) dispersed in H 2 N( i ‐Pr) 2 + Br − can be used as a “single source” precatalyst for the Sonogashira coupling of aryl bromides with various aryl‐ and alkylacetylenes in HN( i ‐Pr) 2 solvent. Arylacetylenes require just 0.005 mol % of Pd catalyst at 80 °C, with TOFs ranging between 3,200 and 10,000 h −1 .
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Köllhofer et al. (2005) studied this question.
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