The structure of the title compounds was examined by means of ab initio MO theory employing the STO-3G basis set. The optimized geometries represent a good basis for the discussion of conformation and configuration of these molecules. A quantum-chemical solvation model was applied for the estimation of the solvent influence. Dependent on the extent of push-pull conjugation in the investigated systems, the conformation of the linear inversion state, which has to be passed during the isomerization process, changes between a planar and perpendicular orientation of the N-phenyl ring. These conformation differences could be responsible for deviations of Hammett plots of the isomerization rate from linearity for special groups of aromatic azomethines.

Structure and thermal E-Z isomerization of substituted 4-Phenylimino-5-pyrazolones and hexafluoroacetones anils

CIMIRAGLIA, Renzo;
1993

Abstract

The structure of the title compounds was examined by means of ab initio MO theory employing the STO-3G basis set. The optimized geometries represent a good basis for the discussion of conformation and configuration of these molecules. A quantum-chemical solvation model was applied for the estimation of the solvent influence. Dependent on the extent of push-pull conjugation in the investigated systems, the conformation of the linear inversion state, which has to be passed during the isomerization process, changes between a planar and perpendicular orientation of the N-phenyl ring. These conformation differences could be responsible for deviations of Hammett plots of the isomerization rate from linearity for special groups of aromatic azomethines.
1993
H., Hofmann; T., Asano; Cimiraglia, Renzo; R., Bonaccorsi
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/11392/1814701
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