Аннотация:
New spiropyrans with chromene and indoline cores bearing alkoxycarbonyl group and cationic π-acceptor in the chromene moiety were synthesized in one step from 1,2,3,3-tetramethylindolinium and isophthalic dialdehyde derivatives. The appending of a 8′-positioned conjugated cationic fragment causes a significant red-shift of the photoinduced isomers absorption maxima and provides them with extremely long lifetimes up to 75min. The obtained spiropyrans exhibit both positive and negative photochromism in solutions, demonstrating the properties of ‘photochromic balance’.
Образец цитирования:
A. S. Kozlenko, N. I. Makarova, I. V. Ozhogin, A. D. Pugachev, M. B. Lukyanova, I. A. Rostovtseva, G. S. Borodkin, N. V. Stankevich, A. V. Metelitsa, B. S. Lukyanov, “New indoline spiropyrans with highly stable merocyanine forms”, Mendeleev Commun., 31:3 (2021), 403–406
Образцы ссылок на эту страницу:
https://www.mathnet.ru/rus/mendc944
https://www.mathnet.ru/rus/mendc/v31/i3/p403
Эта публикация цитируется в следующих 17 статьяx:
Anatoly V. Chernyshev, Irina A. Rostovtseva, Nikolai A. Voloshin, Igor V. Dorogan, Anatoly V. Metelitsa, “Molecular platform for photochromic balance based on spiro[indoline-pyranoquinolines]”, Dyes and Pigments, 223 (2024), 111964
Kathryn A. Palasis, Andrew D. Abell, “Effect of indoline substitution on ring opening in 6-nitro BIPS spiropyran derivatives”, Tetrahedron Letters, 138 (2024), 154967
Anastasiia S. Kozlenko, Artem D. Pugachev, Ilya V. Ozhogin, Irina A. Rostovtseva, Nadezhda I. Makarova, Valery V. Tkachev, Andrei N. Utenyshev, Oleg P. Demidov, Gennady S. Borodkin, Sergey M. Aldoshin, Anatoly V. Metelitsa, “Structure–Properties Correlations in the Range of Cationic Spiropyrans as Analogues of Cyanine Dyes”, ChemistrySelect, 9:10 (2024)
Kimberly M. Trevino, Bennett Addison, Angelique Y. Louie, Joel Garcia, “Investigating the interaction between merocyanine and glutathione through a comprehensive NMR analysis of three GSH‐stabilized merocyanine species”, Magnetic Reson in Chemistry, 61:8 (2023), 487
Anastasia S. Kozlenko, Ilya V. Ozhogin, Artem D. Pugachev, Maria B. Lukyanova, Islam M. El-Sewify, Boris S. Lukyanov, “A Modern Look at Spiropyrans: From Single Molecules to Smart Materials”, Top Curr Chem (Z), 381:1 (2023)
A. S. Kozlenko, A. D. Pugachev, I. V. Ozhogin, G. S. Borodkin, V. I. Minkin, V. V. Bykusov, V. V. Tkachev, B. S. Lukyanov, “Condensation of formyl-substituted indoline spiropyrans with 3H-indolium salts: specific features”, Russ Chem Bull, 72:4 (2023), 979
Artem D. Pugachev, Anastasia S. Kozlenko, Nadezhda I. Makarova, Irina A. Rostovtseva, Ilya V. Ozhogin, Vitaly S. Dmitriev, Gennady S. Borodkin, Valery V. Tkachev, Andrey N. Utenyshev, Marina A. Sazykina, Ivan S. Sazykin, Tatiana N. Azhogina, Shorena K. Karchava, Maria V. Klimova, Anatoly V. Metelitsa, Boris S. Lukyanov, “Molecular design and synthesis of methoxy-substitued spiropyrans with photomodulated NIR-fluorescence”, Photochem Photobiol Sci, 22:11 (2023), 2651
V. V. Koval, A. S. Kozlenko, B. S. Lukyanov, “DFT study of the stabilization preconditions of the indoline spiropyrans with a cationic substituent”, Mendeleev Commun., 33:5 (2023), 666–670
Vinh X. Truong, Katharina Ehrmann, Maximilian Seifermann, Pavel A. Levkin, Christopher Barner‐Kowollik, “Wavelength Orthogonal Photodynamic Networks”, Chemistry A European J, 28:25 (2022)
Anastasia S. Kozlenko, Artem D. Pugachev, Ilya V. Ozhogin, Valery V. Tkachev, Vladislav V. Bykusov, Natalia V. Stankevich, Sergei M. Aldoshin, Vladimir I. Minkin, Boris S. Lukyanov, “Synthesis and structural characterization of new spiropyran containing conjugated vinyl-3Н-indolium moiety and its hydrolysis product”, Chem Heterocycl Comp, 58:12 (2022), 712
Artem D. Pugachev, Ilya V. Ozhogin, Nadezhda I. Makarova, Irina A. Rostovtseva, Maria B. Lukyanova, Anastasia S. Kozlenko, Gennady S. Borodkin, Valery V. Tkachev, Islam M. El-Sewify, Igor V. Dorogan, Anatoly V. Metelitsa, Sergey M. Aldoshin, Boris S. Lukyanov, “Novel polychromogenic fluorine-substituted spiropyrans demonstrating either uni- or bidirectional photochromism as multipurpose molecular switches”, Dyes and Pigments, 199 (2022), 110043
I. Z. Musabirov, R. R. Gataullin, “New Synthetic Approaches to Benzo-Fused Spiro Heterocycles”, Russ J Org Chem, 58:10 (2022), 1369
I. V. Ozhogin, A. D. Pugachev, V. V. Tkachev, A. S. Kozlenko, P. B. Chepurnoi, V. S. Dmitriev, G. V. Shilov, S. M. Aldoshin, V. I. Minkin, B. S. Lukyanov, “Synthesis and study of interconversions of new indoline spiropyrans based on 4-hydroxy-3,5-diformylbenzoic acid”, Russ Chem Bull, 71:8 (2022), 1710
Andrew D. Towns, Kirk-Othmer Encyclopedia of Chemical Technology, 2022, 1
V. V. Koval, A. S. Kozlenko, V. I. Minkin, I. M. El-Sewify, B. S. Lukyanov, “DFT modeling of indoline spiropyrans with a cationic substituent in the gas phase”, Mendeleev Commun., 32:4 (2022), 467–470
Anastasia S. Kozlenko, Artem D. Pugachev, Ilya V. Ozhogin, Islam M. El-Sewify, Boris S. Lukyanov, “Spiropyrans: molecules in motion”, Chem Heterocycl Comp, 57:10 (2021), 984
A. D. Pugachev, V. V. Tkachev, I. V. Ozhogin, M. B. Lukyanova, S. M. Aldoshin, V. I. Minkin, E. L. Mukhanov, A. V. Metelitsa, N. V. Stankevich, B. S. Lukyanov, “Structures of spiropyrans exhibiting photochromic properties in the solid state”, Russ Chem Bull, 70:11 (2021), 2090
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