Aromaticity Evaluations of Planar [6]Radialenes

作者：Berionni Guillaume^*; Wu Judy I Chia; Schleyer Paul V R

来源：Organic Letters, 2014, 16(23): 6116-6119.

DOI：10.1021/ol5029699

The aromatic character of fused polycyclic systems varies with the nature of their annulated rings. Computed extra cyclic resonance energies (ECREs) reveal that the central six membered rings (6MRs) of the heterocyclic fused congeners 1-5 are [6]radialene-like, but that the central 6MRs of triphenylene 9, coronene 10, and isocoronene 11 are benzene-like. Comparisons with geometric (harmonic oscillator model of aromaticity, HOMA) and magnetic (nucleus independent chemical shifts, NICS) criteria illustrate the multifaceted nature of aromaticity in 1-11.

• 出版日期2014-12-5