Effects of chromophore interaction in the spectroscopy of ketocyanine dyes with a central pyranone or pyridone fragment
The study is devoted to investigation of a number of ketocyanine dyes (polyenic ω,ω′-bisaminoketones) with a central pyranone or pyridone fragment and respective polymethine salts by UV-VIS absorption and NMR spectroscopies. It was found that replacement of bridging O atom with NMe group suppresses...
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| Format: | Article |
| Language: | English |
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Wiley
2005-01-01
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| Series: | International Journal of Photoenergy |
| Online Access: | http://dx.doi.org/10.1155/S1110662X0500019X |
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| author | Ludmila A. Shvedova Alexander S. Tatikolov Vladimir I. Sklyarenko Zhanna A. Krasnaya |
| author_facet | Ludmila A. Shvedova Alexander S. Tatikolov Vladimir I. Sklyarenko Zhanna A. Krasnaya |
| author_sort | Ludmila A. Shvedova |
| collection | DOAJ |
| description | The study is devoted to investigation of a number of ketocyanine dyes (polyenic ω,ω′-bisaminoketones) with a central pyranone or pyridone fragment and respective polymethine salts by UV-VIS
absorption and NMR spectroscopies. It was found that replacement of bridging O atom with NMe group
suppresses the chromophore interaction in the cross-conjugated ketone and corresponding tridecamethine
salt. Furthermore, incorporation of meso-amino substituent into the polymethine chain of the salts with
the central pyrylium fragment sharply decreases the chromophore interaction. In spite of dramatic differences
between the absorption spectra of the ketocyanines containing O- or NMe- bridging fragment, 13C NMR spectra of these dyes are similar. A comparison of the differences between the chemical shifts of adjacent
polymethine carbon atoms in the 13C NMR spectra for these dyes point to stronger alternation of charges
along the polymethine chain and, consequently, stronger chromophore interaction for the dye with the central
pyrylium cycle. Flash photolysis experiments showed photoisomerization of the dyes with NMe bridging
group to form long-lived isomeric form. |
| format | Article |
| id | doaj-art-cf6ac0985dc44662a872e3db1bf0c287 |
| institution | Kabale University |
| issn | 1110-662X |
| language | English |
| publishDate | 2005-01-01 |
| publisher | Wiley |
| record_format | Article |
| series | International Journal of Photoenergy |
| spelling | doaj-art-cf6ac0985dc44662a872e3db1bf0c2872025-02-03T07:26:07ZengWileyInternational Journal of Photoenergy1110-662X2005-01-017312513110.1155/S1110662X0500019XEffects of chromophore interaction in the spectroscopy of ketocyanine dyes with a central pyranone or pyridone fragmentLudmila A. Shvedova0Alexander S. Tatikolov1Vladimir I. Sklyarenko2Zhanna A. Krasnaya3Institute of Biochemical Physics, Russian Academy of Sciences, Kosygin Str. 4, Moscow 119991, RussiaInstitute of Biochemical Physics, Russian Academy of Sciences, Kosygin Str. 4, Moscow 119991, RussiaInstitute of Biochemical Physics, Russian Academy of Sciences, Kosygin Str. 4, Moscow 119991, RussiaInstitute of Organic Chemistry, Russian Academy of Sciences, Leninsky Pr. 47, Moscow 117913, RussiaThe study is devoted to investigation of a number of ketocyanine dyes (polyenic ω,ω′-bisaminoketones) with a central pyranone or pyridone fragment and respective polymethine salts by UV-VIS absorption and NMR spectroscopies. It was found that replacement of bridging O atom with NMe group suppresses the chromophore interaction in the cross-conjugated ketone and corresponding tridecamethine salt. Furthermore, incorporation of meso-amino substituent into the polymethine chain of the salts with the central pyrylium fragment sharply decreases the chromophore interaction. In spite of dramatic differences between the absorption spectra of the ketocyanines containing O- or NMe- bridging fragment, 13C NMR spectra of these dyes are similar. A comparison of the differences between the chemical shifts of adjacent polymethine carbon atoms in the 13C NMR spectra for these dyes point to stronger alternation of charges along the polymethine chain and, consequently, stronger chromophore interaction for the dye with the central pyrylium cycle. Flash photolysis experiments showed photoisomerization of the dyes with NMe bridging group to form long-lived isomeric form.http://dx.doi.org/10.1155/S1110662X0500019X |
| spellingShingle | Ludmila A. Shvedova Alexander S. Tatikolov Vladimir I. Sklyarenko Zhanna A. Krasnaya Effects of chromophore interaction in the spectroscopy of ketocyanine dyes with a central pyranone or pyridone fragment International Journal of Photoenergy |
| title | Effects of chromophore interaction in the spectroscopy of ketocyanine dyes with a central pyranone or pyridone fragment |
| title_full | Effects of chromophore interaction in the spectroscopy of ketocyanine dyes with a central pyranone or pyridone fragment |
| title_fullStr | Effects of chromophore interaction in the spectroscopy of ketocyanine dyes with a central pyranone or pyridone fragment |
| title_full_unstemmed | Effects of chromophore interaction in the spectroscopy of ketocyanine dyes with a central pyranone or pyridone fragment |
| title_short | Effects of chromophore interaction in the spectroscopy of ketocyanine dyes with a central pyranone or pyridone fragment |
| title_sort | effects of chromophore interaction in the spectroscopy of ketocyanine dyes with a central pyranone or pyridone fragment |
| url | http://dx.doi.org/10.1155/S1110662X0500019X |
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