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Crystalline Neutral Allenic Diborene
Author(s) -
Lu Wei,
Li Yongxin,
Ganguly Rakesh,
Kinjo Rei
Publication year - 2017
Publication title -
angewandte chemie
Language(s) - English
Resource type - Journals
eISSN - 1521-3757
pISSN - 0044-8249
DOI - 10.1002/ange.201704887
Subject(s) - carbene , chemistry , trimethylphosphine , molecule , ring (chemistry) , stereochemistry , alkyl , x ray crystallography , bond cleavage , double bond , crystallography , medicinal chemistry , diffraction , polymer chemistry , organic chemistry , catalysis , physics , optics
Abstract A zwitterionic boraalkenyl boronium 3 was synthesized by reduction of cyclic (alkyl)(amino)carbene (cAAC) and trimethylphosphine (PMe 3 )‐coordinated tetrabromodiborane 2 with KC 8 in the presence of PMe 3 . Further reduction of 3 led to the formation of neutral allenic diborene 4 . X‐ray diffraction and computational studies revealed that 4 features the cumulated C=B and B=B double bonds. The reaction of 4 with four isonitrile molecules afforded a heterocycle 5 with the B 2 C 3 five‐membered ring, via a complete scission of the B=B bond of 4 .