Abstract
The potential energy curve for vinyl group rotation in vinylcyclohexane, calculated using the STO-3G basis set and standard geometries from the MONSTERGAUSS program, reveals s-trans, gauche and s-cis minima with relative energies of 0.0, 5.0 and 3.2 kcal/mol, resp. The barrier to rotation from the s-trans to the gauche conformer is 5.3 kcal/mol. Similar calculations for 1, 3-butadiene reveal only s-trans and gauche minima, 3.5 kcal/mol apart, with a barrier of 6.9 kcal/mol between them. Complete geometry optimization in 1, 3-butadiene leads to only s-trans and s-c i s minima. They are 1.83 kcal/mol apart and the barrier between them is 5.6 kcal/mol. These values are both lower than those, 2.05 and 6.73 kcal/mol, resp., reported by Radom and Pople.
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References
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© 1981 D. Reidel Publishing Company, Dordrecht, Holland
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De Maré, G.R. (1981). Rotational Barriers in Vinyl Compounds. In: Csizmadia, I.G., Daudel, R. (eds) Computational Theoretical Organic Chemistry. NATO Advanced Study Institutes Series, vol 67. Springer, Dordrecht. https://doi.org/10.1007/978-94-009-8472-1_15
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DOI: https://doi.org/10.1007/978-94-009-8472-1_15
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