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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Format: | Article |
Language: | English |
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Wiley
2009-01-01
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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 |
id | doaj-art-59e7a6e10a26474db8b521ab93a2ecb5 |
institution | Kabale University |
issn | 1110-662X 1687-529X |
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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