Reversible Retro-Diels-Alder Reactions of BicycIo[4.1.0]hept-2-ene Systems
Authors:
- Simon F. Sellers,
- William R. Dolbier,
- Henryk Koroniak,
- Dheya M. Al-Fekri
Abstract
The synthesis and thermal isomerization of 7, 7-difluorobicyclo[4.1.0]hept-2-ene (1) and spiro[bicyclo-[4.1.0]hept-2-ene-7, 1'-cyclopropane] (12) are described. 1 and 12 undergo reversible formal retro-Diels-Alder reactions with activation parameters which uniquely describe the highly ordered transition state for the Diels-Alder reaction. The relationship of the inherent strain of these bicyclic systems to the ability to observe such isomerizations is discussed. © 1984, American Chemical Society. All rights reserved.
- Record ID
- UAM9f2a97fdb406417d8774f32e3550493b
- Author
- Journal series
- Journal of Organic Chemistry, ISSN 0022-3263
- Issue year
- 1984
- Vol
- 49
- Pages
- 1033-1036
- ASJC Classification
- DOI
- DOI:10.1021/jo00180a015 Opening in a new tab
- Language
- (en) English
- Score (nominal)
- 0
- Score source
- journalList
- Publication indicators
- = 11; = 8; : 1999 = 1.322; : 2006 (2 years) = 3.790 - 2007 (5 years) =3.716
- Uniform Resource Identifier
- https://researchportal.amu.edu.pl/info/article/UAM9f2a97fdb406417d8774f32e3550493b/
- URN
urn:amu-prod:UAM9f2a97fdb406417d8774f32e3550493b
* presented citation count is obtained through Internet information analysis and it is close to the number calculated by the Publish or PerishOpening in a new tab system.