期刊
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
卷 54, 期 35, 页码 10271-10275出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201503398
关键词
bicyclic compounds; bond order; boron; multiple bonds; redox chemistry
资金
- Deutsche Forschungsgemeinschaft (DFG)
The syntheses of sulfur-and selenium-bridged cyclic compounds containing boron stabilized by N-heterocyclic carbenes (NHCs) have been achieved by the reductive insertion of elemental chalcogens into boron-boron multiple bonds. The three pairs of bonding electrons between the boron atoms in the triply bonded diboryne enabled six-electron reduction reactions, resulting in the formation of [2.2.1]-bicyclic systems wherein bridgehead boron atoms are spanned by three chalcogen bridges. A similar reaction using a diborene (boron-boron double bond) resulted in the reductive transfer of both pairs of bonding electrons to three sulfur atoms, yielding a NHC-stabilized trisulfidodiborolane. The demonstration of these six- and four-electron reductions lends support to the presence of three and two pairs of bonding electrons between the boron atoms of the diboryne and diborene, respectively, a fact that may be useful in future discussions on bond order.
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