The Interplay of Angle Strain and Aromaticity: Molecular and Electronic Structures of [0(n)]Paracyclophanes

Jagadeesh, Mavinahalli N and Makur, Anindita and Chandrasekhar, Jayaraman (2000) The Interplay of Angle Strain and Aromaticity: Molecular and Electronic Structures of [0(n)]Paracyclophanes. In: Journal of Molecular Modeling, 6 (2). pp. 226-233.

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Abstract

The belt-like polyphenylenes, [0n]paracyclophanes, (n = 5 and 6), have been investigated using semi-empirical, ab initio and DFT methods. The molecular structure, rotational barrier on twisting a single phenyl ring and the aromatic character within each ring as well as in the whole molecule have been evaluated. [05]Paracyclophane is predicted to have a quinonoid structure. In contrast, the equatorial pentaphenyl fragment found in C70 as well as the hexagons of the less strained [06]paracyclophane have benzenoid character. Approximate band structures have been derived for larger cycles of [0n] paracyclophanes.

Item Type:	Journal Article
Publication:	Journal of Molecular Modeling
Publisher:	Springer Verlag
Additional Information:	Copyright of this article belongs to Springer Verlag.
Keywords:	Strained rings;Aromaticity;Ab initio;AM1;MNDO;B3LYP
Department/Centre:	Division of Chemical Sciences > Organic Chemistry
Date Deposited:	11 Oct 2004
Last Modified:	19 Sep 2010 04:15
URI:	http://eprints.iisc.ac.in/id/eprint/1739

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