Abstract

AbstractPalladium‐catalyzed cross‐coupling reactions between carboxylic acids and aryl halides have several possible competitive pathways. Decarboxylative C−C bond coupling and C−H arylation are well established in the literature. However, direct C−O bond coupling between carboxylic acids and aryl halides has received little success. In this report, we describe a protocol for exclusive C−O bond formation, enabled by a bidentate N,N‐ligand such as 1,10‐phenanthroline. The reaction is general for a broad range of carboxylic acids and iodoarenes. Experimental evidence and computational results suggest a high energy barrier for the alternative pathway of decarboxylative carbon‐carbon bond coupling.magnified image

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