Theoretical study of classical isomers tropylium, azatropylium, phosphatropylium, and arsatropylium cations: structure, properties and aromaticity

Article type: Research Article

Authors: Ghiasi, Reza

Affiliations: Department of Chemistry, East Tehran Branch (Ghiam Dasht), Islamic Azad University, Tehran, Iran

Note: [] Email: rezaghiasi1353@yahoo.com

Abstract: The electronic structure and properties of the classical isomers tropylium, azatropylium, phosphatropylium and arsatropylium have been investigated using hybrid density functional B3LYP theory. Basic measures of aromatic character were derived from structure, molecular orbital and magnetic properties. Energetic criteria suggest that tropylium cation and similar hetero-systems favour conspicuous stabilisation. On the basis of the magnetic criteria, the N1, P0, As0 isomers are among the most aromatic of the family. The results showed that aromaticity decreases in C6XH6+ with increasing size of the group 15 element (X = N, P, As).

Keywords: aromaticity, tropylium cation, hetero-systems tropylium, density functional theory, nucleus independent chemical shift

DOI: 10.1080/10241220802436271

Journal: Main Group Chemistry, vol. 7, no. 2, pp. 147-154, 2008