Abstract
Abstract Tetracyclo[4.2.0.02,805,7]oct-3-ene (1) is estimated by a MINDO MO calculation to be moderately strained. Interaction between the ethylenic π orbital and the Walsh orbitals of the two cyclopropane rings is extensive in the ground state structure of 1. The third highest occupied MO is an out-of-phase combination of the ethylenic 2pπ AO’s on C3 and C4, while the corresponding in-phase combination appears in the lower unoccupied MO’s. The interconversion between 1 and bicyclo[4.2.0]octa-2,4,7-triene (2) is a typical symmetryallowed reaction as revealed by a smooth change in bond indices along the reaction coordinates. The isomerization of substituted cyclooctatetraenes via 1 and 2 (Eq. (2)) is predicted to be possible at elevated temperatures. The symmetry-allowed degenerate valence isomerization of 1 (Eq. (3)) is energetically less favorable due to skeletal constraint.
Talk to us
Join us for a 30 min session where you can share your feedback and ask us any queries you have
Disclaimer: All third-party content on this website/platform is and will remain the property of their respective owners and is provided on "as is" basis without any warranties, express or implied. Use of third-party content does not indicate any affiliation, sponsorship with or endorsement by them. Any references to third-party content is to identify the corresponding services and shall be considered fair use under The CopyrightLaw.