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Electrooxidative B−H Functionalization of nido ‐Carboranes
Author(s) -
Chen Meng,
Zhao Deshi,
Xu Jingkai,
Li Chunxiao,
Lu Changsheng,
Yan Hong
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.202015299
Subject(s) - chemistry , heteroatom , surface modification , catalysis , electrochemistry , transition metal , medicinal chemistry , combinatorial chemistry , organic chemistry , inorganic chemistry , electrode , ring (chemistry)
An atom‐economical method for the direct B−H functionalization of nido ‐carboranes (7,8‐ nido ‐C 2 B 9 H 12 − ) has been developed under electrochemical reaction conditions. In this reaction system, anodic oxidation serves as a green alternative for traditional chemical oxidants in the oxidation of nido ‐carboranes. No transition‐metal catalyst is required and different heteroatoms bearing a lone pair are reactive in this transformation. Coupling nido ‐carboranes with thioethers, selenides, tellurides, N‐heterocycles, phosphates, phosphines, arsenides and antimonides demonstrates high site‐selectivity and efficiency. Importantly, nido ‐carboranes can be easily incorporated into drug motifs through this reaction protocol.