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.
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. 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 paracyclophane have benzenoid character. Approximate band structures have been derived for larger cycles of [0n] paracyclophanes.
|Item Type:||Journal Article|
|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|
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