T. N. Gavrishova, M. F. Budyka, N. I. Potashova
Jul 15, 2015
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Influential Citations
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Journal
Russian Journal of Organic Chemistry
Abstract
The reaction of 6-hydroxynaphthalene-2-carboxylic acid with 2-{(E)-2-[4-(ω-bromoalkoxy)phenyl]-ethenyl}quinolines gave ω-{4-[(E)-2-(quinolin-2-yl)ethenyl]phenoxy}alkyl 6-hydroxynaphthalene-2-carboxylates possessing both photoacid and photobase properties. The acidities of the naphthol fragment in the ground (pKa) and singlet excited states (pKa*) of 3-{4-[(E)-2-(quinolin-2-yl)ethenyl]phenoxy}propyl 6-hydroxynaphthalene-2-carboxylate are pKa 9.0 and pKa* 2.4, and of the quinoline fragment, pKa 4.6, pKa* 12.6, respectively.