The regiochemistry was studied by FMO theory in reactions of silyloxy-dienes with nitro-olefins.
For elucidating satisfactorily its regioselectirity, primary orbital interaction played more important role than secondary orbital interaction. Especiall...
The regiochemistry was studied by FMO theory in reactions of silyloxy-dienes with nitro-olefins.
For elucidating satisfactorily its regioselectirity, primary orbital interaction played more important role than secondary orbital interaction. Especially, HERNCON and ANH methods, in which energy gap is predominantly considered, produced a good regioselectivity in accord with experimental results.
The Inversion of its regioselectivity by NO₂ substituent was due to its lowering effect of orbital energy and alteration of polarization of LUMO coefficient.