Abstract
The symmetry of the Diels–Alder transition state depends on the interplay of orbital interactions, aromaticity, which favors a C s structure, and strain, which tends to break symmetry. Twenty Diels–Alder reactions are examined at MP4SDTQ/6-312G(d)//B3LYP/6-31G(d). The substituents utilized are alkyl groups in order to minimize the effect of orbital interactions. The underlying assumptions are examined and appropriate caveats discussed. These computations provide, as a first approximation, an estimate of 10 kcal mol −1 for the aromatic stabilization energy in the Diels–Alder TS.
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.