Hindered planar conformation of ortho disubstituted N-Sulfinyl-Benzenamines: Non-planar syn structures prevalence over anti R-N=S=O configurations

ROSANA M. ROMANO; CARLOS O. DELLA VÉDOVA

JOURNAL OF MOLECULAR STRUCTURE

Año: 1999 vol. 513 p. 85 - 99

0022-2860

Ortho disubstituted N-sulfinyl-benzenamines were studied by spectroscopic and theoretical methods. Both ethyl and isopropyl substituents promote removal of the NySyO group from the symmetry molecular plane. These R–NySyO compounds maintain their syn configuration with respect to the C–N single bond and SyO double bond. The analysis of the pre-resonance Raman spectra reveals enhancement of bands involving at least a p!p* transition in the NySyO chromophore. The extension of the enhancements precludes interaction with the benzenic ring through p delocalisation and/or benzenic ring transitions.N-sulfinyl-benzenamines were studied by spectroscopic and theoretical methods. Both ethyl and isopropyl substituents promote removal of the NySyO group from the symmetry molecular plane. These R–NySyO compounds maintain their syn configuration with respect to the C–N single bond and SyO double bond. The analysis of the pre-resonance Raman spectra reveals enhancement of bands involving at least a p!p* transition in the NySyO chromophore. The extension of the enhancements precludes interaction with the benzenic ring through p delocalisation and/or benzenic ring transitions.ySyO group from the symmetry molecular plane. These R–NySyO compounds maintain their syn configuration with respect to the C–N single bond and SyO double bond. The analysis of the pre-resonance Raman spectra reveals enhancement of bands involving at least a p!p* transition in the NySyO chromophore. The extension of the enhancements precludes interaction with the benzenic ring through p delocalisation and/or benzenic ring transitions.syn configuration with respect to the C–N single bond and SyO double bond. The analysis of the pre-resonance Raman spectra reveals enhancement of bands involving at least a p!p* transition in the NySyO chromophore. The extension of the enhancements precludes interaction with the benzenic ring through p delocalisation and/or benzenic ring transitions.p!p* transition in the NySyO chromophore. The extension of the enhancements precludes interaction with the benzenic ring through p delocalisation and/or benzenic ring transitions.p delocalisation and/or benzenic ring transitions.