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By Shaik S., Shurki A., Danovich D.

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Extra info for A Different Story of pi;-Delocalizations - The Distortivity of pi;-Electrons and Its Chemical Manifestations

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Soc. 1964, 86, 5682. (b) Schleyer, P. v. ; Su, T. ; Rosenfeld, J. C. J. Am. Chem. Soc. 1969, 91, 5174. (c) Deno, N. ; Haddon, R. ; Nowak, E. N. J. Am. Chem. Soc. 1970, 92, 6691. ; Whiteside, R. ; Pople, J. ; Schleyer, P. v. R. J. Am. Chem. Soc. 1981, 103, 5649. (a) Thompson, T. ; Ford, W. T. J. Am. Chem. Soc. 1979, 101, 5459. ; Worsfold, D. J. Organomet. Chem. 1980, 199, 1. ; Schleyer, P. v. R. Organometallics 1983, 2, 1344. v. R. J. Am. Chem. , 1985, 107, 4793. ; Maltsev, A. ; Kagramanov, N. ; Nefedov, O.

09 Å) and a very long endo-σbond. This has been used as evidence for significant bond alternation of the σ-frame due to angular strain. However, the effect is in fact due to the interaction of the central σ-bonds of the cyclohexane with the π-orbitals of the benzo-rings. This interaction elongates the bonds considerably, so that the molecule is part-way along the ring opening process which is found indeed to occur and to possess a relatively small barrier. ; Maksic, Z. B. J. Organomet. Chem. 1998, 571, 65.

C. J. Am. Chem. Soc. 1986, 108, 3150. -Y. J. Phys. Chem. 1994, 98, 1087. (132) Hiberty, P. ; Shaik, S. -M. J. Org. Chem. 1986, 51, 3908. (133) Hiberty, P. ; Shaik, S. ; Ohanessian, G. J. Org. Chem. 1985, 50, 4657. (134) Glendening, E. ; Vollhardt, K. P. ; Weinhold, F. J. Am. Chem. Soc. 1993, 115, 10952. ; Kagawa, H. J. Phys. Chem. 1995, 99, 2307. (136) (a) Clabo, D. ; Schaefer, H. , III J. Am. Chem. Soc. 1986, 108, 4344. (b) Sax, A. ; Kalcher, J. J. Chem. , Chem. Commun. 1987, 809. (137) (a) Glukhovtsev, M.

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A Different Story of pi;-Delocalizations - The Distortivity of pi;-Electrons and Its Chemical Manifestations by Shaik S., Shurki A., Danovich D.


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