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

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Atıf İçin Kopyala

Zora M., Ozkan I., Danisman M.

JOURNAL OF MOLECULAR STRUCTURE-THEOCHEM, cilt.636, ss.9-13, 2003 (SCI-Expanded)

• Yayın Türü: Makale / Tam Makale
• Cilt numarası: 636
• Basım Tarihi: 2003
• Doi Numarası: 10.1016/s0166-1280(03)00478-0
• Dergi Adı: JOURNAL OF MOLECULAR STRUCTURE-THEOCHEM
• Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus
• Sayfa Sayıları: ss.9-13
• Orta Doğu Teknik Üniversitesi Adresli: Evet

Özet

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. (C) 2003 Elsevier B.V. All rights reserved.