4.8 Article

A Neutral and Aromatic Boron-Rich Inorganic Benzene

Journal

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 59, Issue 16, Pages 6572-6575

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201915790

Keywords

aromaticity; benzene; boron; small-molecule activation

Funding

  1. Nanyang Technological University (NTU), Singapore
  2. Singapore Ministry of Education [MOE2018-T2-2-048(S)]

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A neutral 1,4-diaza-2,3,5,6-tetraborinine derivative (3) featuring a 6 pi ring system has been synthesized and structurally characterized. The prospective aromatic nature of 3 was assessed by single-crystal X-ray analysis, NMR, and UV/Vis absorption spectroscopy as well as computational studies. Furthermore, preliminary reactivity investigations showed that 3 does not only react with diphenyl acetylene but also readily captures CO2 in a [4+2] cycloaddition under ambient conditions.

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