Theoretical Study on the Mechanism of the Multi-Channel Reaction Between (2E,4E)-6-Hydroxyhexa-2,4-Dien-l-Ylium and Furan-2,5-Dione

摘要

The mechanism of the multi-channel reaction (2E,4E)-6-hycfroxyhexa-2,4-dien-I-ylium + furan-2,5-dione was investigated hy density functional theory (DFT). The geometries and the frequencies of reactants, intermediates, transition states, and products were calculated at the B3LYP/6-311G(d) level. The vibration analysis and the IRC analysis demonstrated the authenticity of transition states, and the reaction processes were confirmed by the changes of charge density at bond-forming critical point. Four alternative reaction channels have been investigated. The reaction channel of producing (3aR,4S,5S,7aR)-5-methyl-3-oxo-l,3,3a,4,5,7a-hexahydroisobenzofuran-4-carbox}'lic acid is the major channel and me others are minor channels.