Electronic structure analysis and synthesis of Nitroso N-Heterocyclic Imines

Abstract

Nitroso NHIs (NNHIs) are important class of compounds with various therapeutic effects. Quantum chemical analysis has been carried on various NNHIs. Electronic structure analysis suggests that the NNHIs are species with interesting structural, electronic and energy features. The results indicate that a structure with (NHC)?C coordination interaction can be considered as one of the resonance structures of these species. N-Heterocyclic imines (NHIs) are versatile compounds with the general formula (NHC)=NR. NHIs with R=NO (known as nitroso N-heterocyclic imines, NNHIs) have special importance in ozone depletion protection as well as in drug discovery. The electronic structure of these compounds has not been thoroughly explored. A few experimental studies indicated that the (NHC)=N bond is weak; a few other studies indicated that the N-N bond is weak in these species. It is important to establish the chemical bond variations in NNHIs. Density functional theory (DFT) studies have been carried out on NNHIs to explore the chemical bonding details. A new derivative containing NNHI unit and caffeine moiety has been experimentally generated and the structure was studied using XRD.