Transition structures and energetics for the Cope rearrangement of cis-1,2-divinylcyclopropane: an ab initio study

Date

2003-09-30

Author

Zora, Metin
Özkan, İlker
Danışman, Mehmet Fatih

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Transition structures and energetics for the Cope rearrangements of cis-1,2-divinylcyclopropane, obtained by RHF/6-31G* and MP2(full)/6-31G*//RHF/6-31G* calculations, are reported. Three transition structures (endo-boatlike, chairlike and exo-boatlike) have been located, giving rise to formation of cis,cis-, cis,trans- and trans,trans-1,4-cycloheptadienes, respectively. cis- 1,2-Divinylcyclopropane rearranges via an endo-boatlike transition structure and yields the corresponding cis,cis product with higher exothermicity. Formation of severely strained cis,trans- and trans,trans- 1,4-cycloheptadienes from this rearrangement is also discussed.

Subject Keywords

Divinylcyclopropane, 1,4-Cycloheptadiene, Cope Rearrangement, Pericyclic, Ab Initio, Hartree-Fock, Moller-Plesset

URI

https://hdl.handle.net/11511/31308

Journal

JOURNAL OF MOLECULAR STRUCTURE-THEOCHEM

DOI

https://doi.org/10.1016/s0166-1280(03)00478-0

Collections

Graduate School of Natural and Applied Sciences, Article

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Citation Formats

M. Zora, İ. Özkan, and M. F. Danışman, “Transition structures and energetics for the Cope rearrangement of cis-1,2-divinylcyclopropane: an ab initio study,” JOURNAL OF MOLECULAR STRUCTURE-THEOCHEM, pp. 9–13, 2003, Accessed: 00, 2020. [Online]. Available: https://hdl.handle.net/11511/31308.