Journal of Photochemistry and Photobiology A: Chemistry, volume 353, pages 34-45

Hydrogen-bonded self-assembly, spectral properties and structure of supramolecular complexes of thiamonomethine cyanines with cucurbit[5,7]urils

Fomina Marina 1
Nikiforov Alexander S 1
Avakyan Vitaly G. 1
Vedernikov Artem I. 1
Kurchavov Nikolai A 1
Strelenko Yuri A. 3
Howard Judith A. 4
Publication typeJournal Article
Publication date2018-02-01
Quartile SCImago
Q2
Quartile WOS
Q2
Impact factor4.3
ISSN10106030, 18732666
General Chemistry
General Chemical Engineering
General Physics and Astronomy
Abstract
Abstract The complex formation of thiamonomethine cyanine dyes bearing two N-ammoniohexyl or two N-ethyl substituents with cucurbit[5,7]urils (CB[5,7]) in aqueous solutions was studied by electronic and 1H NMR spectroscopy, including spectrophotometric, fluorescence, and 1H NMR titration methods. It was found that CB[5] forms external complexes with the dyes, while CB[7] forms internal (inclusion) complexes of 1:1 and 1(dye):2(CB[5,7]) composition. The complexation with CB[5,7] changes the absorption spectra of cyanine dyes and induces a considerable fluorescence enhancement. The stability constants of the complexes were determined (logK1:1 varies in the range from 3.53 to more than 6, and logK1:2 varies in the range from 3.5 to 4.32). The dye with ammoniohexyl substituents forms more stable complexes owing to hydrogen bond formation between the NH3+ groups and the carbonyl groups of the CB[5,7] portals. The structure of supramolecular complexes was confirmed by quantum chemical calculations.

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Fomina M. et al. Hydrogen-bonded self-assembly, spectral properties and structure of supramolecular complexes of thiamonomethine cyanines with cucurbit[5,7]urils // Journal of Photochemistry and Photobiology A: Chemistry. 2018. Vol. 353. pp. 34-45.
GOST all authors (up to 50) Copy
Fomina M., Nikiforov A. S., Avakyan V. G., Vedernikov A. I., Kurchavov N. A., Kuz'mina L. G., Strelenko Y. A., Howard J. A., Fomina M. V. Hydrogen-bonded self-assembly, spectral properties and structure of supramolecular complexes of thiamonomethine cyanines with cucurbit[5,7]urils // Journal of Photochemistry and Photobiology A: Chemistry. 2018. Vol. 353. pp. 34-45.
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TY - JOUR
DO - 10.1016/j.jphotochem.2017.10.035
UR - https://doi.org/10.1016%2Fj.jphotochem.2017.10.035
TI - Hydrogen-bonded self-assembly, spectral properties and structure of supramolecular complexes of thiamonomethine cyanines with cucurbit[5,7]urils
T2 - Journal of Photochemistry and Photobiology A: Chemistry
AU - Fomina, Marina
AU - Nikiforov, Alexander S
AU - Avakyan, Vitaly G.
AU - Vedernikov, Artem I.
AU - Kurchavov, Nikolai A
AU - Kuz'mina, Lyudmila G.
AU - Strelenko, Yuri A.
AU - Howard, Judith A.
AU - Fomina, Marina V.
PY - 2018
DA - 2018/02/01 00:00:00
PB - Elsevier
SP - 34-45
VL - 353
SN - 1010-6030
SN - 1873-2666
ER -
BibTex
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@article{2018_Fomina,
author = {Marina Fomina and Alexander S Nikiforov and Vitaly G. Avakyan and Artem I. Vedernikov and Nikolai A Kurchavov and Lyudmila G. Kuz'mina and Yuri A. Strelenko and Judith A. Howard and Marina V. Fomina},
title = {Hydrogen-bonded self-assembly, spectral properties and structure of supramolecular complexes of thiamonomethine cyanines with cucurbit[5,7]urils},
journal = {Journal of Photochemistry and Photobiology A: Chemistry},
year = {2018},
volume = {353},
publisher = {Elsevier},
month = {feb},
url = {https://doi.org/10.1016%2Fj.jphotochem.2017.10.035},
pages = {34--45},
doi = {10.1016/j.jphotochem.2017.10.035}
}
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