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Chromogenic properties of 2-(2-carbomethoxy-3,4-dichloro-6-hydroxyphenyl)benzoxazole and its Zn(II) and Cd(II) complexes

The chromogenic properties of 2-(2-carbomethoxy-3,4-dichloro-6-hydroxyphenyl)benzoxazole (1) were studied. Solvatochromism of 1 was observed at keto-enol equilibrium due to the ground state intramolecular proton transfer (GSIPT). It was found that solvents with a good hydrogen bond acceptor (β) abil...

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मुख्य लेखकों: Demidov, O. P., Демидов, О. П.
स्वरूप: Статья
भाषा:English
प्रकाशित: Elsevier Ltd 2020
विषय:
ऑनलाइन पहुंच:https://dspace.ncfu.ru/handle/20.500.12258/12100
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spelling ir-20.500.12258-121002020-07-28T13:36:36Z Chromogenic properties of 2-(2-carbomethoxy-3,4-dichloro-6-hydroxyphenyl)benzoxazole and its Zn(II) and Cd(II) complexes Demidov, O. P. Демидов, О. П. 2-(hydroxyphenyl)benzoxazole ESIPT Fluorescence lifetime GSIPT Metal-ligand complex Photochromism Solvatochromism The chromogenic properties of 2-(2-carbomethoxy-3,4-dichloro-6-hydroxyphenyl)benzoxazole (1) were studied. Solvatochromism of 1 was observed at keto-enol equilibrium due to the ground state intramolecular proton transfer (GSIPT). It was found that solvents with a good hydrogen bond acceptor (β) ability were able to stabilise the keto form of 1. The excited-state intra molecular proton transfer (ESIPT) in molecules of 1 resulted in intense fluorescence with an anomalous Stokes shift of up to 8493 cm−1 and quantum yields of 0.08–0.19. The keto-form of 1 exhibits negative T-type photochromism with a thermally reversible photoconversion to the enol form. The complexes of ligand 1 with Zn(II) and Cd(II) were synthesised. According to X-ray structural analysis, the zinc complex is the neutral complex, which is formed by two oxazole-N and two phenol O donors of ligand 1 which crystallise in a centrosymmetric group with the zinc ion located on the inversion centres. The synthesised complexes possess effective blue fluorescence and resistance to photodegradation 2020-06-23T09:59:42Z 2020-06-23T09:59:42Z 2020 Статья Vetrova, E.V., Tupaeva, I.O., Sayapin, Y.A., Gusakov, E.A., Nikolaevskii, S.A., Demidov, O.P., Minkin, V.I., Metelitsa, A.V. Chromogenic properties of 2-(2-carbomethoxy-3,4-dichloro-6-hydroxyphenyl)benzoxazole and its Zn(II) and Cd(II) complexes // Dyes and Pigments. - 2020. - Volume 180. - Номер статьи 108417 http://hdl.handle.net/20.500.12258/12100 en Dyes and Pigments application/pdf application/pdf Elsevier Ltd
institution СКФУ
collection Репозиторий
language English
topic 2-(hydroxyphenyl)benzoxazole
ESIPT
Fluorescence lifetime
GSIPT
Metal-ligand complex
Photochromism
Solvatochromism
spellingShingle 2-(hydroxyphenyl)benzoxazole
ESIPT
Fluorescence lifetime
GSIPT
Metal-ligand complex
Photochromism
Solvatochromism
Demidov, O. P.
Демидов, О. П.
Chromogenic properties of 2-(2-carbomethoxy-3,4-dichloro-6-hydroxyphenyl)benzoxazole and its Zn(II) and Cd(II) complexes
description The chromogenic properties of 2-(2-carbomethoxy-3,4-dichloro-6-hydroxyphenyl)benzoxazole (1) were studied. Solvatochromism of 1 was observed at keto-enol equilibrium due to the ground state intramolecular proton transfer (GSIPT). It was found that solvents with a good hydrogen bond acceptor (β) ability were able to stabilise the keto form of 1. The excited-state intra molecular proton transfer (ESIPT) in molecules of 1 resulted in intense fluorescence with an anomalous Stokes shift of up to 8493 cm−1 and quantum yields of 0.08–0.19. The keto-form of 1 exhibits negative T-type photochromism with a thermally reversible photoconversion to the enol form. The complexes of ligand 1 with Zn(II) and Cd(II) were synthesised. According to X-ray structural analysis, the zinc complex is the neutral complex, which is formed by two oxazole-N and two phenol O donors of ligand 1 which crystallise in a centrosymmetric group with the zinc ion located on the inversion centres. The synthesised complexes possess effective blue fluorescence and resistance to photodegradation
format Статья
author Demidov, O. P.
Демидов, О. П.
author_facet Demidov, O. P.
Демидов, О. П.
author_sort Demidov, O. P.
title Chromogenic properties of 2-(2-carbomethoxy-3,4-dichloro-6-hydroxyphenyl)benzoxazole and its Zn(II) and Cd(II) complexes
title_short Chromogenic properties of 2-(2-carbomethoxy-3,4-dichloro-6-hydroxyphenyl)benzoxazole and its Zn(II) and Cd(II) complexes
title_full Chromogenic properties of 2-(2-carbomethoxy-3,4-dichloro-6-hydroxyphenyl)benzoxazole and its Zn(II) and Cd(II) complexes
title_fullStr Chromogenic properties of 2-(2-carbomethoxy-3,4-dichloro-6-hydroxyphenyl)benzoxazole and its Zn(II) and Cd(II) complexes
title_full_unstemmed Chromogenic properties of 2-(2-carbomethoxy-3,4-dichloro-6-hydroxyphenyl)benzoxazole and its Zn(II) and Cd(II) complexes
title_sort chromogenic properties of 2-(2-carbomethoxy-3,4-dichloro-6-hydroxyphenyl)benzoxazole and its zn(ii) and cd(ii) complexes
publisher Elsevier Ltd
publishDate 2020
url https://dspace.ncfu.ru/handle/20.500.12258/12100
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