Solid-state Structures of N-Substituted Michler’s Ketones and Their Relation to Solvatochromism
✍ Scribed by Stefan Spange; Mohamed El-Sayed; Hardy Müller; Gerd Rheinwald; Heinrich Lang; Wolfgang Poppitz
- Publisher
- John Wiley and Sons
- Year
- 2002
- Tongue
- English
- Weight
- 189 KB
- Volume
- 2002
- Category
- Article
- ISSN
- 1434-193X
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✦ Synopsis
The solvatochromism (ν max ) of N-substituted Michler's ketonesincluding 4Ј- [bis(2-acetoxyethyl) 2e] and 1,4-bis(4benzoylphenyl)piperazine (BBP, 3)has been studied at 298 K in various solvents with wide ranging dipolarities and hydrogen-bonding abilities. The solvatochromic properties (ν max ) s = (ν max ) 0 + sπ* + aα + bβ have been analysed in terms of the Kamlet-Taft linear solvation energy (LSE) relationship. The effect of the solvent on the UV/Vis spectral characteristics (ν max ) has been determined quantitatively for all compounds in terms of the Kamlet-Taft solvent-independent correlation coefficients s, a, and b. It was found to be mainly the dipolarity/polarizability (π*) and hydrogen bond acidity (α) of the solvent that contribute to the bathochromic UV/Vis band shift. As strongly basic sites are present as substituents