Synthesis and acid-base properties of bifunctional compounds based on 2-styrylquinoline and 6-hydroxynaphthalene-2-carboxylic acid

被引：0
|
作者：
T. N. Gavrishova
M. F. Budyka
N. I. Potashova
O. N. Karpov
机构：
[1] Russian Academy of Sciences,Institute of Problems of Chemical Physics
[2] Moscow State University,Faculty of Chemistry
来源：
Russian Journal of Organic Chemistry | 2015年 / 51卷
关键词：
Quinoline; Electronic Absorption Spectrum; Naphthol; Phenoxy; Styryl;
D O I：
暂无
中图分类号：
学科分类号：
摘要：
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.
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页码：869 / 873
页数：4
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