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A diboryne in chemistry is a chemical compound containing a boron–boron triple bond. Such compounds are of fundamental importance in the study of chemical bonding, though only few have been reported. A diboryne stabilized by two carbon monoxide groups, (OC)B≡B(CO), was reported isolated in matrix isolation in 2002.[1] A diboryne stable at room temperature with two N-heterocyclic carbene (NHC) units was reported by Holger Braunschweig et al. in 2012.[2] In terms of qualitative molecular orbital theory, the B2 molecule itself is expected to have a single bond, but with NHC ligands, the third excited state yields a triple bond.[3]

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  1. ^ Zhou, M; Tsumori, N; Li, Z; Fan, K; Andrews, L; Xu, Q (2002). "OCBBCO: A neutral molecule with some boron-boron triple bond character". Journal of the American Chemical Society. 124 (44): 12936–7. PMID 12405806. doi:10.1021/ja026257+. 
  2. ^ Braunschweig, H.; Dewhurst, R. D.; Hammond, K.; Mies, J.; Radacki, K.; Vargas, A. (2012). "Ambient-Temperature Isolation of a Compound with a Boron-Boron Triple Bond". Science. 336 (6087): 1420–2. Bibcode:2012Sci...336.1420B. PMID 22700924. doi:10.1126/science.1221138. 
  3. ^ Holzmann, N.; Stasch, A.; Jones, C.; Frenking, G. (2011). "Structures and Stabilities of Group 13 Adducts...". Chemistry: A European Journal. 17 (1521-3765): 13517. doi:10.1002/chem.201101915.