Mohamed El-Sayed, S. Spange
Apr 1, 2007
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0
Influential Citations
3
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Journal
Journal of Physical Organic Chemistry
Abstract
A new merocyanine dye, 1,3-Dimethyl-5-{(thien-2-yl)-[4-(1-piperidyl)phenyl]methylidene}- (1H, 3H)-pyrimidine-2,4,6-trione 3, has been synthesized by condensation of 2-[4-(piperidyl)benzoyl]thiophene 1 with N,N′-dimethyl barbituric acid 2. The solvatochromic response of 3 dissolved in 26 solvents of different polarity has been measured. The solvent-dependent long-wavelength UV/Vis spectroscopic absorption maxima, vmax, are analyzed using the empirical Kamlet–Taft solvent parameters π* (dipolarity/polarizability), α (hydrogen-bond donating capacity), and β (hydrogen-bond accepting ability) in terms of the well-established linear solvation energy relationship (LSER): (1) The solvent independent coefficients s, a, and b and (vmax)0 have been determined. The McRae equation and the empirical solvent polarity index, ET(30) have been also used to study the solvatochromism of 3. Copyright © 2007 John Wiley & Sons, Ltd.