A test of Clar aromatic sextet theory

作者：Gutman Ivan^*; Radenkovic Slavko; Antic Marija; Durdevic Jelena

来源：Journal of the Serbian Chemical Society, 2013, 78(10): 1539-1546.

DOI：10.2298/JSC130520057G

• Clar theory
• aromatic sextet
• cyclic conjugation
• benzenoid hydrocarbons
• chevron homologous series

The Clar aromatic sextet theory predicts that the intensity of cyclic conjugation in chevron-type benzenoid hydrocarbons monotonically decreases along the central chain. This regularity has been tested by means of several independent theoretical methods (by the energy effects of the respective six-membered rings, as well as by their HOMA, NICS, and SCI values, calculated at the B3LYP/6-311G(d,p) level of DFT theory). Our results show that the predictions of Clar theory are correct only for the first few members of the chevron homologous series, and are violated at the higher members. This indicates that Clar theory is not universally applicable, even in the case of fully conjugated benzenoid molecules.

• 出版日期2013