Solvatochromic effects in the UV/vis absorption spectra of some pyridazinium ylides.

Solvatochromic behavior of some carbanion monosubstituted and disubstituted pyridazinium ylides was studied experimentally in various polar and nonpolar solvents. Different solvent parameters, such as microscopic solvent polarity, E(T)(30), the Kamlet-Taft and the Catalan parameters have been used for describing the solute-solvent interactions and solvatochromic shifts of the visible intramolecular charge transfer (ICT) absorption band of pyridazinium ylides. It is found that the solute hydrogen bond donating ability and dipolarity/polarizability play an important role in the description of the pronounced solvatochromism in the studied solutions. The Catalan solvent scales are found to be the most suitable for describing the solvatochromic shifts.