Designing of a fluoride selective receptor through molecular orbital engineering

Published in: Journal, Volume : 1027, Pages : 167-174

DOI : 10.1016/j.molstruc.2012.06.020

Author : Mishra, Rakesh K.; Kumar, Virendra; Diwan, Uzra; Upadhyay, K. K.; Roy Chowdhury, P. K.

Abstract : The stepwise substitution of appropriate groups over the 3-[(2,4-dinitro-phenyl)-hydrazono]-butyric acid Et ester (R3) lead receptor R1 which showed selectivity towards fluoride in DMSO. The UV-vis and 1H NMR titration studies revealed the details of the binding between receptor R1 and fluoride. The receptor R1 also recognized fluoride in a toothpaste solution to as low as 50 ppm. The theor. simulations of recognition event at D. Functional Theory (DFT) level using B3LYP/6-31G**t basis set and polarizable continuum model (PCM) approach lead a semi-quant. match with the exptl. results.