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Efficient light-induced pK(a) modulation coupled to base-catalyzed photochromism
Názov Efficient light-induced pK(a) modulation coupled to base-catalyzed photochromism Aut.údaje Johannes Gurke ... [et al.] Autor Gurke Johannes (20%)
Spoluautori Budzák Šimon 1982- (20%) UMBFP08 - Katedra chémie
Schmidt Bernd M. (20%)
Jacquemin Denis (20%)
Hecht Stefan (20%)
Zdroj.dok. Angewandte Chemie : international edition : a journal of the German Chemical Society. Vol. 57, no. 17 (2018), pp. 4797-4801. - Weinheim : Wiley-VCH, 2018 Kľúč.slová fotoprepínače - photoswitches acidity aromaticity diarylethenes fotochromizmus - photochromism Jazyk dok. angličtina Krajina Nemecko Systematika 54 Anotácia Photoswitchable acid-base pairs, whose pK(a) values can be reversibly altered, are attractive molecular tools to control chemical and biological processes with light. A significant, light-induced pK(a) change of three units in aqueous medium has been realized for two thermally stable states, which can be interconverted using UV and green light. The light-induced pK(a) modulation is based on incorporating a 3-H-thiazol-2-one moiety into the framework of a diarylethene photoswitch, which loses the heteroaromatic stabilization of the negatively charged conjugate base upon photochemical ring closure, and hence becomes significantly less acidic. In addition, the efficiency of the photoreactions is drastically increased in the deprotonated state, giving rise to catalytically enhanced photochromism. It appears that protonation has a significant influence on the shape of the ground- and excited-state potential energy surfaces, as indicated by quantum-chemical calculations. Kategória publikačnej činnosti ADC Číslo archívnej kópie 43297 Kategória ohlasu LVOV, Andrey G. - KHUSNIYAROV, Marat M. - SHIRINIAN, Valerii Z. Azole-based diarylethenes as the next step towards advanced photochromic materials. In Journal of photochemistry and photobiology C : photochemistry reviews. ISSN 1389-5567, 2018, vol. 36, pp. 1-23.
KOEPPE, Benjamin - RUEHL, Steffen - ROEMPP, Florian. Towards more effective, reversible pH control by visible light alone : a thioindigo photoswitch undergoing a strong pK(a) modulation by isomer-specific hydrogen bonding. In ChemPhotoChem. ISSN 2367-0932, 2019, vol. 3, no. 2, pp. 71-74.
NIHEI, Masayuki - YANAI, Yuta - NATKE, Dominik - TAKAYAMA, Ryo - KATO, Marina - SEKINE, Yoshihiro - RENZ, Franz - OSHIO, Hiroki. Solid-state hydrogen-bond alterations in a [Co2Fe2] complex with bifunctional hydrogen-bonding donors. In CHemistry - a European journal. ISSN 0947-6539, 2019, vol. 25, no. 31, pp. 7449-7452.
GOLE, Bappaditya - KAUFFMANN, Brice - MAURIZOT, Victor - HUC, Ivan - FERRAND, Yann. Light-controlled conformational switch of an aromatic oligoamide foldamer. In Angewandte Chemie : international edition. ISSN 1433-7851, 2019, vol. 58, no. 24, pp. 8063-8067.
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LIU, Di - SPONZA, Alvaro D. - YANG, Dandan - CHIU, Melanie. Modulating polymer dispersity with light : cationic polymerization of vinyl ethers using photochromic initiators. In Angewandte Chemie : international edition. ISSN 1433-7851, 2019, vol. 58, no. 45, pp. 16210-16216.
AMOUROUX, Baptiste - ROUX, Clement - MICHEAU, Jean-Claude - GAUFFRE, Fabienne - COUDRET, Christophe. A photochemical determination of luminescence efficiency of upconverting nanoparticles. In Beilstein journal of organic chemistry. ISSN 1860-5397, 2019, vol. 15, pp. 2671-2677.
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LVOV, Andrey G. - YADYKOV, Anton V. - LYSSENKO, Konstantin A. - HEINEMANN, Frank W. - SHIRINIAN, Valerii Z. - KHUSNIYAROV, Marat M. Reversible shifting of a chemical equilibrium by light : the case of keto-enol tautomerism of a beta-ketoester. In Organic letters. ISSN 1523-7060, 2020, vol. 22, no. 2, pp. 604-609.
BERTON, Cesare - BUSIELLO, Daniel Maria - ZAMUNER, Stefano - SOLARI, Euro - SCOPELLITI, Rosario - FADAEI-TIRANI, Farzaneh - SEVERIN, Kay - PEZZATO, Cristian. Thermodynamics and kinetics of protonated merocyanine photoacids in water. In Chemical science. ISSN 2041-6520, 2020, vol. 11, no. 32, pp. 8457-8468.
LUDWIG, Jannis - HELBERG, Julian - ZIPSE, Hendrik - HERGES, Rainer. Azo-dimethylaminopyridine-functionalized Ni(II)-porphyrin as a photoswitchable nucleophilic catalyst. In Beilstein journal of organic chemistry. ISSN 1860-5397, 2020, vol. 16, pp. 2119-2126.
KAISER, Christoph - HALBRITTER, Thomas - HECKEL, Alexander - WACHTVEITL, Josef. Proton-transfer dynamics of photoacidic merocyanines in aqueous solution. In Chemistry - a European journal. ISSN 0947-6539, 2021, vol. 27, no. 35, pp. 9160-9173.
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