Journal of Photochemistry and Photobiology A: Chemistry, volume 402, pages 112801

Self-assembly involving hydrogen bonds. Spectral properties and structure of supramolecular complexes of bis-aza-18-crown-6-containing dienones with alkanediammonium salts

Fomina Marina V 1
Kurchavov Nikolai A 1
Freidzon Alexandra Ya. 1
Nuriev Vyacheslav N 2, 3
Vedernikov Artem I. 1
Strelenko Yuri A. 4
Publication typeJournal Article
Publication date2020-11-01
Quartile SCImago
Q2
Quartile WOS
Q2
Impact factor4.3
ISSN10106030, 18732666
General Chemistry
General Chemical Engineering
General Physics and Astronomy
Abstract
Abstract Dienones (ketocyanine dyes) containing two aza-18-crown-6 ether residues were synthesized. The complex formation of these dyes with the EtNH3+ and +H3N(CH2)nNH3+ ions (n = 2–10, 12) in MeCN was studied by electronic and 1H NMR spectroscopy, including spectrophotometric and 1H NMR titration. It was found that homoditopic bis-azacrown dienones and alkanediammonium ions with a short polymethylene chain form 1:1, 2:2, and 1:2 complexes, whereas alkanediammonium ions with a long polymethylene chain form only pseudocyclic 1:1 complexes. The stability constants of the resulting complexes were determined (logK1:1 varies in the range from 2.74 to 5.62 [M–1], logK2:2 = 2.1 [M–1], and logK1:2 varies in the range from 2.03 to 2.96 [M–1]). The most stable complexes are formed by diammonium ions with a long polymethylene chain owing to simultaneous binding of both NH3+ groups to the azacrown ether residues of the dye. The structure of supramolecular complexes was confirmed by quantum chemical calculations.

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Fomina M. V. et al. Self-assembly involving hydrogen bonds. Spectral properties and structure of supramolecular complexes of bis-aza-18-crown-6-containing dienones with alkanediammonium salts // Journal of Photochemistry and Photobiology A: Chemistry. 2020. Vol. 402. p. 112801.
GOST all authors (up to 50) Copy
Fomina M. V., Kurchavov N. A., Freidzon A. Y., Nuriev V. N., Vedernikov A. I., Strelenko Y. A., Fomina M. V. Self-assembly involving hydrogen bonds. Spectral properties and structure of supramolecular complexes of bis-aza-18-crown-6-containing dienones with alkanediammonium salts // Journal of Photochemistry and Photobiology A: Chemistry. 2020. Vol. 402. p. 112801.
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RIS Copy
TY - JOUR
DO - 10.1016/j.jphotochem.2020.112801
UR - https://doi.org/10.1016%2Fj.jphotochem.2020.112801
TI - Self-assembly involving hydrogen bonds. Spectral properties and structure of supramolecular complexes of bis-aza-18-crown-6-containing dienones with alkanediammonium salts
T2 - Journal of Photochemistry and Photobiology A: Chemistry
AU - Fomina, Marina V
AU - Kurchavov, Nikolai A
AU - Freidzon, Alexandra Ya.
AU - Nuriev, Vyacheslav N
AU - Vedernikov, Artem I.
AU - Strelenko, Yuri A.
AU - Fomina, Marina V.
PY - 2020
DA - 2020/11/01 00:00:00
PB - Elsevier
SP - 112801
VL - 402
SN - 1010-6030
SN - 1873-2666
ER -
BibTex
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BibTex Copy
@article{2020_Fomina,
author = {Marina V Fomina and Nikolai A Kurchavov and Alexandra Ya. Freidzon and Vyacheslav N Nuriev and Artem I. Vedernikov and Yuri A. Strelenko and Marina V. Fomina},
title = {Self-assembly involving hydrogen bonds. Spectral properties and structure of supramolecular complexes of bis-aza-18-crown-6-containing dienones with alkanediammonium salts},
journal = {Journal of Photochemistry and Photobiology A: Chemistry},
year = {2020},
volume = {402},
publisher = {Elsevier},
month = {nov},
url = {https://doi.org/10.1016%2Fj.jphotochem.2020.112801},
pages = {112801},
doi = {10.1016/j.jphotochem.2020.112801}
}
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