Manganese(I)-Catalyzed Dispersion-Enabled C-H/C-C Activation

Chemistry. 2017 Apr 24;23(23):5443-5447. doi: 10.1002/chem.201701191. Epub 2017 Apr 3.

Abstract

C-H/C-C Functionalizations were achieved with the aid of a versatile manganese(I) catalyst. Thus, an organometallic manganese-catalyzed C-H activation set the stage for silver-free C-H/C-C transformations with ample substrate scope and excellent levels of chemo-, site-, and diastereo-selectivities. The robust nature of the manganese(I) catalysis regime was reflected by the first C-H/C-C functionalization on amino acids under racemization-free reaction conditions. Detailed experimental and computational mechanistic studies provided strong evidence for a facile C-H activation and a rate-determining C-C cleavage, with considerable contribution from London dispersion interactions.

Keywords: C−C cleavage; C−H activation; amino acids; heteroarenes; manganese.