Synthesis of Novel Iono- and Photochromic Spiropyrans Derived from 6,7-Dihydroxy-8-Formyl-4-Methyl-2H-Chromene-2-One

Novel photochromic spiropyrans (SPPs) containing 6′-hydroxy group were synthesized and their spectral properties as well as abilities for complexation with metal ions studied. In solutions they exist as equilibrium mixture of spirocyclic (A) and merocyanine (B) isomers. The largest content of merocy...

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Main Authors: Olga G. Nikolaeva, Alexey V. Tsukanov, Evgenii N. Shepelenko, Boris S. Lukyanov, Anatoly V. Metelitsa, Olga Yu. Kostyrina, Alexander D. Dubonosov, Vladimir A. Bren, Vladimir I. Minkin
Format: Article
Language:English
Published: Wiley 2009-01-01
Series:International Journal of Photoenergy
Online Access:http://dx.doi.org/10.1155/2009/238615
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author Olga G. Nikolaeva
Alexey V. Tsukanov
Evgenii N. Shepelenko
Boris S. Lukyanov
Anatoly V. Metelitsa
Olga Yu. Kostyrina
Alexander D. Dubonosov
Vladimir A. Bren
Vladimir I. Minkin
author_facet Olga G. Nikolaeva
Alexey V. Tsukanov
Evgenii N. Shepelenko
Boris S. Lukyanov
Anatoly V. Metelitsa
Olga Yu. Kostyrina
Alexander D. Dubonosov
Vladimir A. Bren
Vladimir I. Minkin
author_sort Olga G. Nikolaeva
collection DOAJ
description Novel photochromic spiropyrans (SPPs) containing 6′-hydroxy group were synthesized and their spectral properties as well as abilities for complexation with metal ions studied. In solutions they exist as equilibrium mixture of spirocyclic (A) and merocyanine (B) isomers. The largest content of merocyanine form was found for the derivative with an electron-donating methyl group in position 5 of hetaryl fragment. The irradiation of SPPs in acetonitrile shifts the equilibrium to the B form. Similar effect causes the addition of metal cations due to formation of colored complexes with merocyanine isomers.
format Article
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institution Kabale University
issn 1110-662X
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language English
publishDate 2009-01-01
publisher Wiley
record_format Article
series International Journal of Photoenergy
spelling doaj-art-59e7a6e10a26474db8b521ab93a2ecb52025-02-03T01:20:52ZengWileyInternational Journal of Photoenergy1110-662X1687-529X2009-01-01200910.1155/2009/238615238615Synthesis of Novel Iono- and Photochromic Spiropyrans Derived from 6,7-Dihydroxy-8-Formyl-4-Methyl-2H-Chromene-2-OneOlga G. Nikolaeva0Alexey V. Tsukanov1Evgenii N. Shepelenko2Boris S. Lukyanov3Anatoly V. Metelitsa4Olga Yu. Kostyrina5Alexander D. Dubonosov6Vladimir A. Bren7Vladimir I. Minkin8Institute of Physical and Organic Chemistry, Southern Federal University, 344090 Rostov on Don, RussiaSouthern Scientific Center of Russian Academy of Sciences, 344006 Rostov on Don, RussiaSouthern Scientific Center of Russian Academy of Sciences, 344006 Rostov on Don, RussiaInstitute of Physical and Organic Chemistry, Southern Federal University, 344090 Rostov on Don, RussiaInstitute of Physical and Organic Chemistry, Southern Federal University, 344090 Rostov on Don, RussiaInstitute of Physical and Organic Chemistry, Southern Federal University, 344090 Rostov on Don, RussiaSouthern Scientific Center of Russian Academy of Sciences, 344006 Rostov on Don, RussiaInstitute of Physical and Organic Chemistry, Southern Federal University, 344090 Rostov on Don, RussiaInstitute of Physical and Organic Chemistry, Southern Federal University, 344090 Rostov on Don, RussiaNovel photochromic spiropyrans (SPPs) containing 6′-hydroxy group were synthesized and their spectral properties as well as abilities for complexation with metal ions studied. In solutions they exist as equilibrium mixture of spirocyclic (A) and merocyanine (B) isomers. The largest content of merocyanine form was found for the derivative with an electron-donating methyl group in position 5 of hetaryl fragment. The irradiation of SPPs in acetonitrile shifts the equilibrium to the B form. Similar effect causes the addition of metal cations due to formation of colored complexes with merocyanine isomers.http://dx.doi.org/10.1155/2009/238615
spellingShingle Olga G. Nikolaeva
Alexey V. Tsukanov
Evgenii N. Shepelenko
Boris S. Lukyanov
Anatoly V. Metelitsa
Olga Yu. Kostyrina
Alexander D. Dubonosov
Vladimir A. Bren
Vladimir I. Minkin
Synthesis of Novel Iono- and Photochromic Spiropyrans Derived from 6,7-Dihydroxy-8-Formyl-4-Methyl-2H-Chromene-2-One
International Journal of Photoenergy
title Synthesis of Novel Iono- and Photochromic Spiropyrans Derived from 6,7-Dihydroxy-8-Formyl-4-Methyl-2H-Chromene-2-One
title_full Synthesis of Novel Iono- and Photochromic Spiropyrans Derived from 6,7-Dihydroxy-8-Formyl-4-Methyl-2H-Chromene-2-One
title_fullStr Synthesis of Novel Iono- and Photochromic Spiropyrans Derived from 6,7-Dihydroxy-8-Formyl-4-Methyl-2H-Chromene-2-One
title_full_unstemmed Synthesis of Novel Iono- and Photochromic Spiropyrans Derived from 6,7-Dihydroxy-8-Formyl-4-Methyl-2H-Chromene-2-One
title_short Synthesis of Novel Iono- and Photochromic Spiropyrans Derived from 6,7-Dihydroxy-8-Formyl-4-Methyl-2H-Chromene-2-One
title_sort synthesis of novel iono and photochromic spiropyrans derived from 6 7 dihydroxy 8 formyl 4 methyl 2h chromene 2 one
url http://dx.doi.org/10.1155/2009/238615
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