Abstract

Herein we report on the selective iron-catalyzed cross-coupling reaction of terminal phenylacetylenes with iodo-aryl derivatives to afford the respective coupling products in the presence of 10 mol% FeCl2(bdmd) and 10 mol% [Cu(CH3CN)4]BF4 (bdmd=bis((diphenylphosphanyl)methyl)diphenylsilane). The yields are moderate to good in 1,4-dioxane or DMF. This is the first example of a well-defined and fully analysed ferrous complex acting as a precatalyst in Sonogashira cross-coupling reactions. Notably, FeCl2(bdmd) is compatible with reactive substituents such as carbonyl-, carboxyl-, hydroxy-, and amino-groups, which allows for an effective cross-coupling reaction in the presence of such functional groups.

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