Electrochemical B-H Nitrogenation: Access to Amino Acid and BODIPY-Labeled Nido-Carboranes

Electrocatalyzed oxidative B-H nitrogenations of nido-carborane (nido-7,8-C2B9H12-) with N-heterocycles have been established, enabling the preparation of various N-substituted nido-carboranes without chemical oxidants or metal catalyst under ambient conditions. The electrolysis manifold occurred with high levels of efficiency as well as chemo- and position- selectivity, employing sustainable electricity as the sole oxidant. The strategy set the stage for a user-friendly access to novel amino acid and fluorogenic boron-dipyrrin (BODIPY)-labeled nido-carborane hybrids.