New Criterion of Aromaticity and Implications for the (4 n+ 2) π Rule

S Sakai

Index: Lee, Patrick S.; Sakai, Shogo; Hoerstermann, Peter; Roth, Wolfgang R.; Kallel, E. Adam; Houk Journal of the American Chemical Society, 2003 , vol. 125, # 19 p. 5839 - 5848

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Citation Number: 18

Abstract

A new criterion of aromaticity for cyclic π-conjugated compounds is proposed on the basis of CiLC (CI/LMO/CASSCF) analysis founded on ab initio molecular orbital methods. The new criterion states that the all bonds should have equivalent electronic structures and the difference between weights for the singlet coupling and polarization terms (from CiLC analysis) should be small. The (4 n+ 2) π rule of aromaticity for cyclic π-conjugated ...