Planar mono‐, di‐ aza‐ and phospha‐naphthalene: Structure and aromaticity |
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Authors: | Lei Wang Haijun Wang |
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Institution: | 1. School of Chemical and Material Engineering, Southern Yangtze University, Wuxi, Jiangsu 214036, China;2. School of Chemical and Material Engineering, Southern Yangtze University, Wuxi, Jiangsu 214036, ChinaSchool of Chemical and Material Engineering, Southern Yangtze University, Wuxi, Jiangsu 214036, China |
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Abstract: | In this article, we used magnetic criteria, magnetic susceptibility isotropic and nucleus‐independent chemical shifts (NICS), calculated with (density functional theory) B3LYP levels at the 6‐31G** basis set, to evaluate aromaticity of a set of 29 planar bicyclic π‐electron systems: naphthalene and its mono‐ and di‐ aza‐ and phospha‐derivatives. The result showed significant collinearity of the above two magnetic criteria when evaluating N‐containing naphthalenes, but did not speak with the same voice when evaluating P‐containing naphthalenes. Thus, we could conclude that magnetic susceptibility is a reliable criterion and NICS is not in our case. © 2007 Wiley Periodicals, Inc. Int J Quantum Chem, 2007 |
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Keywords: | magnetic criteria magnetic susceptibility isotropic NICS aromaticity hetero‐ substituted naphthalene |
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