Excited State Proton Transfers in Hybrid Compound Based on Indoline Spiropyran of the Coumarin Type and Azomethinocoumarin in the Presence of Metal Ions
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...
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2021
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oai:doaj.org-article:de780421141a43718b0d2c978f2180112021-11-25T18:28:11ZExcited State Proton Transfers in Hybrid Compound Based on Indoline Spiropyran of the Coumarin Type and Azomethinocoumarin in the Presence of Metal Ions10.3390/molecules262268941420-3049https://doaj.org/article/de780421141a43718b0d2c978f2180112021-11-01T00:00:00Zhttps://www.mdpi.com/1420-3049/26/22/6894https://doaj.org/toc/1420-3049Spectral-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 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 <b>T</b> 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.Natalia L. ZaichenkoTatyana M. ValovaOlga V. VenidiktovaAlexander V. LyubimovAndrey I. ShienokLiubov S. KoltsovaAnton O. AytGalina V. LyubimovaLeonid D. PopovValery A. BarachevskyMDPI AGarticlefluorescencephotochromismspiropyranazomethinocoumarinexcited state proton transferOrganic chemistryQD241-441ENMolecules, Vol 26, Iss 6894, p 6894 (2021) |
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DOAJ |
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DOAJ |
| language |
EN |
| topic |
fluorescence photochromism spiropyran azomethinocoumarin excited state proton transfer Organic chemistry QD241-441 |
| spellingShingle |
fluorescence photochromism spiropyran azomethinocoumarin excited state proton transfer Organic chemistry QD241-441 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 Excited State Proton Transfers in Hybrid Compound Based on Indoline Spiropyran of the Coumarin Type and Azomethinocoumarin in the Presence of Metal Ions |
| description |
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 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 <b>T</b> 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. |
| format |
article |
| author |
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 |
| author_facet |
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 |
| author_sort |
Natalia L. Zaichenko |
| title |
Excited State Proton Transfers in Hybrid Compound Based on Indoline Spiropyran of the Coumarin Type and Azomethinocoumarin in the Presence of Metal Ions |
| title_short |
Excited State Proton Transfers in Hybrid Compound Based on Indoline Spiropyran of the Coumarin Type and Azomethinocoumarin in the Presence of Metal Ions |
| title_full |
Excited State Proton Transfers in Hybrid Compound Based on Indoline Spiropyran of the Coumarin Type and Azomethinocoumarin in the Presence of Metal Ions |
| title_fullStr |
Excited State Proton Transfers in Hybrid Compound Based on Indoline Spiropyran of the Coumarin Type and Azomethinocoumarin in the Presence of Metal Ions |
| title_full_unstemmed |
Excited State Proton Transfers in Hybrid Compound Based on Indoline Spiropyran of the Coumarin Type and Azomethinocoumarin in the Presence of Metal Ions |
| title_sort |
excited state proton transfers in hybrid compound based on indoline spiropyran of the coumarin type and azomethinocoumarin in the presence of metal ions |
| publisher |
MDPI AG |
| publishDate |
2021 |
| url |
https://doaj.org/article/de780421141a43718b0d2c978f218011 |
| work_keys_str_mv |
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