Yaroslavl, Yaroslavl, Russian Federation
graduate student
Yaroslavl, Yaroslavl, Russian Federation
student
Yaroslavl, Yaroslavl, Russian Federation
The study considers the quantum-chemical study of the Diels-Alder heteroreaction of various substituted 3,4-dihydro-2H-thiopyrans. We study the steric and electronic factors influencing the reaction of α,β-unsaturated thiocarbonyl compounds with unsymmetrical dienophiles. We used the methods AM1, B3LYP. The analysis of calculated data for asymmetric dienophiles shows that the regioselectivity of the reaction is subject to the electron factor and can be described by the reaction activation energies, energies and localisation parameters of the boundary orbitals. The calculations are confirmed by the experimental results.
unsaturated thiocarbonyl compounds, Diels-Alder heteroreaction, thiopyrans, quantum-chemical modelling, density functional theory
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