Abstract
The PBE0/6-31G** quantum chemical method is used to determine the symmetry and equilibrium structural parameters of the molecules of [1.1.1.1]pagodane (C20H20, D 2h ), two dienes (C20H20, D 2h ), two diradicals (C20H20, C 2ν ), and two dications (C20H 2+20 , D 2h and C 2ν ). The energy of a highly symmetric dication with a rectangular cycle is lower by 36 kcal/mole than that of a low symmetric dication with a trapezoidal cycle. The polarization interaction with liquid methylene chloride causes its decrease by 147 kcal/mole.
This is a preview of subscription content, log in via an institution to check access.
References
W.-D. Fessner, H. Prinzbach, and G. Rihs, Tetrahedron Lett., 12, No. 52, 5857–5860 (1983).
W.-D. Fessner, G. Sedelmeier, P. R. Spurr, et al., J. Am. Chem. Soc., 109, No. 15, 4626–4642 (1987).
H.-D. Beckhaus, C. Rüchardt, D. R. Lagerwall et al., J. Am. Chem. Soc., 116, No. 26, 11775–11778 (1994).
G. K. S. Prakash., V. V. Krishnamurthy, R. Herges, et al., J. Am. Chem. Soc., 110, No. 23, 7764–7772 (1988).
M. J. Frisch, G. W. Trucks, H. B. Schlegel, et al., GAUSSIAN-03, Rev. B.05, Gaussian, Pittsburgh PA (2003).
J. M. Schulman and R. L. Disch, J. Mol. Struct. (Theochem)., 759, No. 1, 51–57 (1995).
D. G. Allis, H. Prinzbach, and B. S. Hudson, Chem. Phys. Lett., 386, Nos. 4–6, 356–363 (2004).
Author information
Authors and Affiliations
Corresponding author
Additional information
Original Russian Text Copyright © 2011 by S. G. Semenov and A. G. Solovyeva
__________
Translated from Zhurnal Strukturnoi Khimii, Vol. 52, No. 4, pp. 823–825, July–August, 2011.
Rights and permissions
About this article
Cite this article
Semenov, S.G., Solovyeva, A.G. A quantum chemical study of [1.1.1.1]pagodane and its related compounds. J Struct Chem 52, 803–805 (2011). https://doi.org/10.1134/S0022476611040238
Received:
Published:
Issue Date:
DOI: https://doi.org/10.1134/S0022476611040238