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

Zora, METİN; Ozkan, İLKER

doi:10.1016/s0166-1280(03)00073-3

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

Atıf İçin Kopyala

Zora M., Ozkan I.

JOURNAL OF MOLECULAR STRUCTURE-THEOCHEM, cilt.625, ss.251-256, 2003 (SCI-Expanded)

Yayın Türü: Makale / Tam Makale
Cilt numarası: 625
Basım Tarihi: 2003
Doi Numarası: 10.1016/s0166-1280(03)00073-3
Dergi Adı: JOURNAL OF MOLECULAR STRUCTURE-THEOCHEM
Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus
Sayfa Sayıları: ss.251-256
Orta Doğu Teknik Üniversitesi Adresli: Evet

Özet

Transition structures and energetics for the Cope rearrangements of cis-1,2-divinylcyclobutane, 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- 1,5-cyclooctadienes, respectively. cis-1,2-divinylcyclobutane 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-1,5-cyclooctadienes from this rearrangement is also discussed. (C) 2003 Elsevier Science B.V. All rights reserved.