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Electrochemical B−H Nitrogenation: Access to Amino Acid and BODIPY‐Labeled nido ‐Carboranes
Author(s) -
Yang Long,
Bongsuiru Jei Becky,
Scheremetjew Alexej,
Kuniyil Rositha,
Ackermann Lutz
Publication year - 2021
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.202012105
Subject(s) - bodipy , chemistry , carborane , boron , electrochemistry , brønsted–lowry acid–base theory , selectivity , medicinal chemistry , catalysis , stereochemistry , combinatorial chemistry , organic chemistry , fluorescence , physics , electrode , quantum mechanics
Electrocatalyzed oxidative B−H nitrogenations of nido ‐carborane ( nido ‐7,8‐C 2 B 9 H 12 − ) 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.