UV-vis, IR and 1H NMR spectroscopic studies of some 6-chloro,2-pyridyl hydrazones

The electronic absorption spectra of some 6-chloro,2-pyridyl hydrazones are studied in seven organic solvents of different polarity. The absorption bands are assigned to the corresponding electronic transitions and the effect of solvent parameters on the charge transfer energy (E-CT) is investigated. The spectra in buffer solutions of varied pH are also studied and utilized for the determination of the acid dissociation constants of the compounds under study. The fluorescence spectra were recorded for one of the studied compounds in six solvents, the solvent effect on the photoquantum yield and spectral pattern are also studied. Bands of diagnostic importance in the IR spectra and signals in the H-1 NMR spectra are assigned. The results of the present investigation are supported by some MO calculations using the atom super position and electron delocalization molecular orbital theory (ASED-MO) and Gaussian 94 program. The geometry is optimized using the PM3 method. (c) 2005 Elsevier B.V. All rights reserved.