caa a22 4500 605528772 CHVBK 20210128100814.0 cr unu---uuuuu 210128e20150601xx s 000 0 eng 10.1134/S1070428015060093 doi (NATIONALLICENCE)springer-10.1134/S1070428015060093 Synthesis and acid-base properties of bifunctional compounds based on 2-styrylquinoline and 6-hydroxynaphthalene-2-carboxylic acid [Elektronische Daten] [T. Gavrishova, M. Budyka, N. Potashova, O. Karpov] 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 (pK a) and singlet excited states (pK a*) of 3-{4-[(E)-2-(quinolin-2-yl)ethenyl]phenoxy}propyl 6-hydroxynaphthalene-2-carboxylate are pK a 9.0 and pK a* 2.4, and of the quinoline fragment, pK a 4.6, pK a* 12.6, respectively. Pleiades Publishing, Ltd., 2015 Gavrishova T. Institute of Problems of Chemical Physics, Russian Academy of Sciences, pr. Akad. Semenova 1, 142432, Chernogolovka, Moscow oblast, Russia aut Budyka M. Institute of Problems of Chemical Physics, Russian Academy of Sciences, pr. Akad. Semenova 1, 142432, Chernogolovka, Moscow oblast, Russia aut Potashova N. Institute of Problems of Chemical Physics, Russian Academy of Sciences, pr. Akad. Semenova 1, 142432, Chernogolovka, Moscow oblast, Russia aut Karpov O. Faculty of Chemistry, Moscow State University, Leninskie gory 1, 119991, Moscow, Russia aut Russian Journal of Organic Chemistry Pleiades Publishing 51/6(2015-06-01), 869-873 1070-4280 51:6<869 2015 51 11178 https://doi.org/10.1134/S1070428015060093 text/html Onlinezugriff via DOI BK010053 XK010053 XK010000 Metadata rights reserved Springer special CC-BY-NC licence nationallicence 1 research-article jats NATIONALLICENCE NATIONALLICENCE NL-springer NATIONALLICENCE 856 40 https://doi.org/10.1134/S1070428015060093 text/html Onlinezugriff via DOI NATIONALLICENCE 700 1- Gavrishova T. Institute of Problems of Chemical Physics, Russian Academy of Sciences, pr. Akad. Semenova 1, 142432, Chernogolovka, Moscow oblast, Russia aut NATIONALLICENCE 700 1- Budyka M. Institute of Problems of Chemical Physics, Russian Academy of Sciences, pr. Akad. Semenova 1, 142432, Chernogolovka, Moscow oblast, Russia aut NATIONALLICENCE 700 1- Potashova N. Institute of Problems of Chemical Physics, Russian Academy of Sciences, pr. Akad. Semenova 1, 142432, Chernogolovka, Moscow oblast, Russia aut NATIONALLICENCE 700 1- Karpov O. Faculty of Chemistry, Moscow State University, Leninskie gory 1, 119991, Moscow, Russia aut NATIONALLICENCE 773 0- Russian Journal of Organic Chemistry Pleiades Publishing 51/6(2015-06-01), 869-873 1070-4280 51:6<869 2015 51 11178