Angewandte Chemie - International Edition
Angewandte Chemie - International Edition
5 years ago

Crystalline Neutral Allenic Diborene

Crystalline Neutral Allenic Diborene
Wei Lu, Yongxin Li, Rakesh Ganguly, Rei Kinjo
A zwitterionic boraalkenyl boronium 3 was synthesized by reduction of cyclic (alkyl)(amino)carbene (cAAC) and trimethylphosphine (PMe3)-coordinated tetrabromodiborane 2 with KC8 in the presence of PMe3. 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 B2C3 five-membered ring, via a complete scission of the B=B bond of 4. Multiple bonds: Reduction of a zwitterionic boraalkenyl boronium with potassium graphite afforded a neutral allenic diborene. X-ray diffraction and computational studies elucidated that the allenic diborene features the cumulated C=B and B=B double bonds. A complete scission of the B=B bond achieved by the reaction with isonitriles.

Publisher URL: http://onlinelibrary.wiley.com/resolve/doi

DOI: 10.1002/anie.201704887

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