Determining the excited‐state substituent constants σCCex of meta‐substituent from 3,4'‐disubstituted stilbenes
Journal of Physical Organic Chemistry(2012)
Abstract
In this paper, 61 samples of 3,4'-disubstituted stilbenes and 18 samples of 3,3'-disubstituted stilbenes were synthesized, and their UV data were measured in anhydrous ethanol. Based on the UV absorption energy (wavenumber) of 3,4'-disubstituted stilbenes, the excited-state substituent constants sCCmex of meta-substituent were determined by means of curve-fitting. The availability of sCCmex was confirmed by the good correlation with the UV absorption energy of 3,4'-disubstituted stilbenes and 4,4'-disubstituted stilbenes. Further, using the obtained constants sCCmex and the correlation equation, we calculated the UV wavenumbers of 3,3'-disubstituted stilbenes, and the calculated wavenumbers are in good agreement with the experimental values. These results verified that the excited-state substituent constants sCCmex of meta-substituent are reliable parameter to scale the effect of meta-substituent on the UV absorption energy. Copyright (c) 2012 John Wiley & Sons, Ltd.
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Key words
disubstituted stilbene,excited-state substituent constant,meta-substituent,UV absorption energy
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