Kemner E, Hirsch A, Zerbetto F (2004)
Publication Type: Journal article, Original article
Publication year: 2004
Original Authors: Kemner E., Hirsch A., Zerbetto F.
Publisher: American Chemical Society
Book Volume: 108
Pages Range: 7135-7138
Journal Issue: 35
DOI: 10.1021/jp047580x
The electrocyclic valence isomerization interconverting bismethano[60]fullerenes 1 and 2 with 1,2,3,6(type I) and 1,2,3,4-addition patterns (type II) into the corresponding cluster-opened bismethanohomo[60]fullerenes was investigated computationally with respect to the energy profile and to the retention of molecular orbital symmetry. Whereas for 1 the closed form is unstable and spontaneously isomerizes to the cluster-open adduct, the energy difference between the open and closed isomers of 2 is comparatively small. The B3LYP/6-31G* energy of open 2 is only 1. 2 kcal mol higher than that of the closed form. Analysis of the frontier orbital symmetries of 1,2, and the [5,6]-bridged methano-homo[60]fullerene 3 showed that during these electrocylic valence isomerizations the orbital symmetry is retained and, as a consequence, a Woodward-Hoffmann-type selection principle is valid.
APA:
Kemner, E., Hirsch, A., & Zerbetto, F. (2004). A Woodward-Hoffmann approach to the C60 cluster opening leading to homo[60]fullerenes. Journal of Physical Chemistry A, 108(35), 7135-7138. https://doi.org/10.1021/jp047580x
MLA:
Kemner, Ewout, Andreas Hirsch, and Francesco Zerbetto. "A Woodward-Hoffmann approach to the C60 cluster opening leading to homo[60]fullerenes." Journal of Physical Chemistry A 108.35 (2004): 7135-7138.
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