Crystal clear structural evidence for electron delocalization in 1,2-dihydro-1,2-azaborines |
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Authors: | Abbey Eric R Zakharov Lev N Liu Shih-Yuan |
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Institution: | Department of Chemistry, University of Oregon, Eugene, Oregon 97403, USA. |
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Abstract: | 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. |
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