Synthesis and study of new photochromic halogen-substituted spiropyrans of the indoline series
New indoline spiropyrans containing chlorine and bromine atoms in position 5 of the indoline moiety of the molecule as a substituent were synthesized and studied. The structures of the synthesized compounds were confirmed by NMR and IR spectroscopy. The molecular structure of the chlorine-substitute...
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Veröffentlicht in: | Russian chemical bulletin 2023-11, Vol.72 (11), p.2637-2648 |
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creator | Pugachev, A. D. Rostovtseva, I. A. Makarova, N. I. Ievlev, M. Yu Dmitriev, V. S. Ozhogin, I. V. Tkachev, V. V. Utenyshev, A. N. Borodkina, I. G. Metelitsa, A. V. Aldoshin, S. M. Minkin, V. I. Luk’yanov, B. S. |
description | New indoline spiropyrans containing chlorine and bromine atoms in position 5 of the indoline moiety of the molecule as a substituent were synthesized and studied. The structures of the synthesized compounds were confirmed by NMR and IR spectroscopy. The molecular structure of the chlorine-substituted derivative was determined by X-ray diffraction analysis, and intermolecular interactions in the crystal were studied using the CrystalExplorer21.5 software package. The spectral kinetic studies revealed photochromic properties of novel spiropyrans in an acetonitrile solution. The photoelectrochemical characteristics of dye-sensitized solar cells (DSSC) made from the synthesized compounds before and after UV irradiation were studied in comparison. |
doi_str_mv | 10.1007/s11172-023-4068-7 |
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D. ; Rostovtseva, I. A. ; Makarova, N. I. ; Ievlev, M. Yu ; Dmitriev, V. S. ; Ozhogin, I. V. ; Tkachev, V. V. ; Utenyshev, A. N. ; Borodkina, I. G. ; Metelitsa, A. V. ; Aldoshin, S. M. ; Minkin, V. I. ; Luk’yanov, B. S.</creator><creatorcontrib>Pugachev, A. D. ; Rostovtseva, I. A. ; Makarova, N. I. ; Ievlev, M. Yu ; Dmitriev, V. S. ; Ozhogin, I. V. ; Tkachev, V. V. ; Utenyshev, A. N. ; Borodkina, I. G. ; Metelitsa, A. V. ; Aldoshin, S. M. ; Minkin, V. I. ; Luk’yanov, B. S.</creatorcontrib><description>New indoline spiropyrans containing chlorine and bromine atoms in position 5 of the indoline moiety of the molecule as a substituent were synthesized and studied. The structures of the synthesized compounds were confirmed by NMR and IR spectroscopy. The molecular structure of the chlorine-substituted derivative was determined by X-ray diffraction analysis, and intermolecular interactions in the crystal were studied using the CrystalExplorer21.5 software package. The spectral kinetic studies revealed photochromic properties of novel spiropyrans in an acetonitrile solution. 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The structures of the synthesized compounds were confirmed by NMR and IR spectroscopy. The molecular structure of the chlorine-substituted derivative was determined by X-ray diffraction analysis, and intermolecular interactions in the crystal were studied using the CrystalExplorer21.5 software package. The spectral kinetic studies revealed photochromic properties of novel spiropyrans in an acetonitrile solution. The photoelectrochemical characteristics of dye-sensitized solar cells (DSSC) made from the synthesized compounds before and after UV irradiation were studied in comparison.</description><subject>Acetonitrile</subject><subject>Bromine</subject><subject>Chemical synthesis</subject><subject>Chemistry</subject><subject>Chemistry and Materials Science</subject><subject>Chemistry/Food Science</subject><subject>Chlorine</subject><subject>Dye-sensitized solar cells</subject><subject>Full Articles</subject><subject>Infrared spectroscopy</subject><subject>Inorganic Chemistry</subject><subject>Molecular structure</subject><subject>NMR</subject><subject>Nuclear magnetic resonance</subject><subject>Organic Chemistry</subject><subject>Photochromism</subject><subject>Spiropyrans</subject><subject>Substitutes</subject><subject>Ultraviolet radiation</subject><issn>1066-5285</issn><issn>1573-9171</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2023</creationdate><recordtype>article</recordtype><recordid>eNp1kE1LxDAURYMoOI7-AHcF19F8NEmzlMEvGHChbg1pk04zzCQ1SZH592ao4MrF473FuffBAeAao1uMkLhLGGNBICIU1og3UJyABWaCQokFPi034hwy0rBzcJHSFiFEmqZZgM-3g8-DTS5V2psq5ckcqtBX3n5X4xBy6IYY9q6rBr0LG-thmtqUXZ6yLfToYhgPUft0zJSeynkTds7bKtnobLoEZ73eJXv1u5fg4_HhffUM169PL6v7Newo5hkKbEUte4m4kVYyxrHGlCHdGtwQZttWGGI5kZYw09Wc8pZh2lCDZI00qwldgpu5d4zha7Ipq22Yoi8vFZFIiDJUFgrPVBdDStH2aoxur-NBYaSOGtWsURWN6qhRiZIhcyYV1m9s_Gv-P_QDJBN10w</recordid><startdate>20231101</startdate><enddate>20231101</enddate><creator>Pugachev, A. 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subjects | Acetonitrile Bromine Chemical synthesis Chemistry Chemistry and Materials Science Chemistry/Food Science Chlorine Dye-sensitized solar cells Full Articles Infrared spectroscopy Inorganic Chemistry Molecular structure NMR Nuclear magnetic resonance Organic Chemistry Photochromism Spiropyrans Substitutes Ultraviolet radiation |
title | Synthesis and study of new photochromic halogen-substituted spiropyrans of the indoline series |
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