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Excited State Proton Transfers in Hybrid Compound Based on Indoline Spiropyran of the Coumarin Type and Azomethinocoumarin in the Presence of Metal Ions.


ABSTRACT: 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.

SUBMITTER: Zaichenko NL 

PROVIDER: S-EPMC8624336 | biostudies-literature | 2021 Nov

REPOSITORIES: biostudies-literature

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Excited State Proton Transfers in Hybrid Compound Based on Indoline Spiropyran of the Coumarin Type and Azomethinocoumarin in the Presence of Metal Ions.

Zaichenko Natalia L NL   Valova Tatyana M TM   Venidiktova Olga V OV   Lyubimov Alexander V AV   Shienok Andrey I AI   Koltsova Liubov S LS   Ayt Anton O AO   Lyubimova Galina V GV   Popov Leonid D LD   Barachevsky Valery A VA  

Molecules (Basel, Switzerland) 20211116 22


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<sup>+</sup>, Ca<sup>2+</sup>, Zn<sup>2+</sup> and Mg<sup>2+</sup> 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 fluores  ...[more]

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