Radenković Slavko, Tošović Jelena, Havenith Remco W A, Bultinck Patrick
Faculty of Science, University of Kragujevac, Radoja Domanovića 12, 34000 Kragujevac (Serbia).
Chemphyschem. 2015 Jan 12;16(1):216-22. doi: 10.1002/cphc.201402468. Epub 2014 Sep 26.
The effect of benzo and benzocyclobutadieno annelation on the current density induced in a series of biphenylene derivatives is examined at the B3LYP/cc-pVDZ level of theory, by using the CTOCD-DZ method. Angular benzo annelation increases, whereas linear benzo annelation decreases the intensity of paratropic (antiaromatic) current density along the four-membered ring of biphenylene. The opposite effect is found for benzocyclobutadieno annelation. It is shown that the extent of local aromaticity of the four-membered ring in biphenylene congeners can vary from highly antiaromatic to nonaromatic, as a result of different modes of annelation.
在理论水平B3LYP/cc-pVDZ下，使用CTOCD-DZ方法研究了苯并和苯并环丁二烯并环对一系列联苯衍生物中诱导电流密度的影响。角向苯并并环会增加，而线性苯并并环会降低沿联苯四元环的同面（反芳香性）电流密度的强度。对于苯并环丁二烯并环则发现了相反的效果。结果表明，由于不同的并环方式，联苯同系物中四元环的局部芳香性程度可以从高度反芳香性变化到非芳香性。
