Intramolecular hydrogen bond directed stable conformations of benzoyl phenyl oxalamides: unambiguous evidence from extensive NMR studies and DFT-based computations.

A number of benzoyl phenyl oxalamide derivatives have been synthesized and characterized by the extensive utility of one- and two-dimensional NMR experimental techniques. The manifestation of intramolecular hydrogen bonds in all of the synthesized molecules, convincingly established using NMR studies, governs the stable conformations of the molecules. In the fluorine substituted molecules, the coupling between two NMR active nuclei mediated through hydrogen bonds has been detected. The measured chemical shift difference of an NH proton has been employed to calculate the energy of the HBs. NMR analysis revealed the electrostatic nature of the hydrogen bonds in all of the molecules. The NMR experimental findings have been validated using Density Functional Theory (DFT)-based Non Covalent Interactions (NCIs) and Quantum Theory of Atoms In Molecules (QTAIM) computations.

Photophysical behaviour of 2,6-diaminoanthraquinone in different solvents and at various pH.

The absorption and fluorescence spectral properties of 2,6-diaminoanthraquinone (DAAQ) have been investigated in a series of organic solvents of different polarity and in aqueous solutions with H o/pH/H_ in the range -10 to 17. The Stokes shift of DAAQ is correlated with various polarity scales. The study reveals the fluorescence of DAAQ dication is red shifted on protonation. The abnormal fluorescence of DAAQ dication is found to be due to large solvent relaxation in polar medium. The acidity constants for various prototropic reactions in S o and S1 states are determined and discussed.