AI Article Synopsis
- The study used density functional theory to investigate how cycloadditions of tetrachloro-o-benzoquinone and 6,6-dimethylfulvene occur at the molecular level.
- It identified that primary interactions help stabilize certain transition states, specifically in the endo reaction pathways.
- The results showed that these transition states lead to various types of adducts that can transform into each other through specific shift reactions, and the effect of substituents on the selectivity of the reactions was also looked into.
Article Abstract
The reaction mechanism of cycloadditions of tetrachloro-o-benzoquinone with 6,6-dimethylfulvene were systematically investigated with density functional theory calculations. It was found that conditional primary interactions stabilize the ambimodal transition states in the endo pathways. Ambimodal transition states lead to [6 + 4]/[4 + 2] adducts or [4 + 2]/[2 + 4] adducts, which interconvert through 3,3-sigmatropic shift reactions. The substituent effects on periselectivity were also investigated.
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| http://dx.doi.org/10.1002/jcc.27264 | DOI Listing |
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