Excited State Proton Transfers in Hybrid Compound Based on Indoline Spiropyran of the Coumarin Type and Azomethinocoumarin in the Presence of Metal Ions
Natalia L. Zaichenko,
Tatyana M. Valova,
Olga V. Venidiktova,
Alexander V. Lyubimov,
Andrey I. Shienok,
Liubov S. Koltsova,
Anton O. Ayt,
Galina V. Lyubimova,
Leonid D. Popov,
Valery A. Barachevsky
Affiliations
Natalia L. Zaichenko
N.N. Semenov FRC of Chemical Physics of the Russian Academy of Sciences, Kosygin Str. 4, 119991 Moscow, Russia
Tatyana M. Valova
Photochemistry Center FSRC “Crystallography and Photonics” of the Russian Academy of Sciences, Novatorov Str. 7a/1, 119421 Moscow, Russia
Olga V. Venidiktova
Photochemistry Center FSRC “Crystallography and Photonics” of the Russian Academy of Sciences, Novatorov Str. 7a/1, 119421 Moscow, Russia
Alexander V. Lyubimov
N.N. Semenov FRC of Chemical Physics of the Russian Academy of Sciences, Kosygin Str. 4, 119991 Moscow, Russia
Andrey I. Shienok
N.N. Semenov FRC of Chemical Physics of the Russian Academy of Sciences, Kosygin Str. 4, 119991 Moscow, Russia
Liubov S. Koltsova
N.N. Semenov FRC of Chemical Physics of the Russian Academy of Sciences, Kosygin Str. 4, 119991 Moscow, Russia
Anton O. Ayt
Photochemistry Center FSRC “Crystallography and Photonics” of the Russian Academy of Sciences, Novatorov Str. 7a/1, 119421 Moscow, Russia
Galina V. Lyubimova
N.N. Semenov FRC of Chemical Physics of the Russian Academy of Sciences, Kosygin Str. 4, 119991 Moscow, Russia
Leonid D. Popov
Chemistry Department, Southern Federal University, B. Sadovaya Str. 105, 344104 Rostov-on-Don, Russia
Valery A. Barachevsky
Photochemistry Center FSRC “Crystallography and Photonics” of the Russian Academy of Sciences, Novatorov Str. 7a/1, 119421 Moscow, Russia
Spectral-luminescence properties of a hybrid compound containing a coumarin-type spiropyran and an azomethinocoumarin fragment in toluene-acetonitrile solution in the presence of Li+, Ca2+, Zn2+ and Mg2+ ions are reported. Two excited state proton transfers can occur in the hybrid compound—the transfer of a proton from the OH group of the 7-hydroxy coumarin tautomer to the N atom of the C=N bond of the azomethine fragment leading to green ESIPT fluorescence with a maximum at 540 nm and from the OH group of the 7-hydroxy coumarin tautomer to the carbonyl group of the pyrone chromophore, which leads to the formation of the 2-hydroxyl-tautomer T of coumarin with blue fluorescence with a maximum at 475 nm. Dependence of these excited state proton transfers on the metal nature and irradiation with an external UV source is discussed.
