Abstract

The preferential solvation of thiophene- and furan-2-carboxaldehyde phenylhydrazone derivatives in DMSO–water and DMSO–n-octanol mixtures has been studied using visible absorption spectroscopy with a previous characterization of the electronic transitions by Time-Dependent Density Functional Theory (TDDFT) and solvatochromic study in several solvents with different hydrogen-bond donor capacity. The results indicate that the phenylhydrazones are preferentially solvated by clusters of DMSO–water existing in the solvent mixture and the dielectric enrichment as preferential solvation mechanism was discarded. A relation between local DMSO concentration with nitro groups and the electronegativity of the heteroatom of the five-membered ring was found. For DMSO–1-octanol mixtures, the results showed no preferential solvation.

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