Crystal clear structural evidence for electron delocalization in 1,2-dihydro-1,2-azaborines.
The first examples of "pre-aromatic" 1,2-dihydro-1,2-azaborine heterocycles have been structurally characterized, enabling the direct comparison of delocalized bonds of 1,2-dihydro-1,2-azaborines to their corresponding formal double and single bonds in nonaromatic systems. The crystallographic data provide an unprecedented look into the structural changes that occur in six-membered BN-heterocycles on their road to aromaticity, and they establish with little ambiguity that 1,2-dihydro-1,2-azaborines possess delocalized structures consistent with aromaticity.
Abbey
Eric R
ER
Department of Chemistry, University of Oregon, Eugene, Oregon 97403, USA.
Zakharov
Lev N
LN
Liu
Shih-Yuan
SY
D001372:Aza Compounds / Q000737:chemistry*; D001896:Boron Compounds / Q000737:chemistry*; D004583:Electrons; D006571:Heterocyclic Compounds / Q000737:chemistry*
D001372:Aza Compounds; D001896:Boron Compounds; D006571:Heterocyclic Compounds