Affiliation:
1. College of Sciences Nanjing Agricultural University Nanjing China
2. Department of Chemistry and Biochemistry University of California Los Angeles California USA
Abstract
AbstractThe 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.
Funder
National Natural Science Foundation of China
Natural Science Foundation of Jiangsu Province
Subject
Computational Mathematics,General Chemistry