Synthesis, structure, and ion selective complexation of trans and cis isomers of photochromic dithia-18-crown-6 ethers
M.V. Alfimov
1
,
Marina V. Fomina
1
,
S P Gromov
1
,
Yu.V. Fedorov
1
,
О. С. Федорова
1
,
O.A. Fedorova
1
,
A.I. Vedernikov
1
,
A.V. Churakov
1
,
L. G. Kuz'mina
1
,
Judith A. Howard
1
,
J. A. K. Howard
1
,
Stefan H. Bossmann
1
,
S Bossmann
1
,
A. Braun
1
,
M. Woerner
1
,
D F Sears
1
,
Jack Saltiel
1
,
J Saltiel
1
Тип публикации: Journal Article
Дата публикации: 1999-05-15
scimago Q1
wos Q1
БС1
SJR: 5.554
CiteScore: 22.5
Impact factor: 15.6
ISSN: 00027863, 15205126
General Chemistry
Catalysis
Biochemistry
Colloid and Surface Chemistry
Краткое описание
Photochromic styryl dyes containing benzodithia-18-crown-6 and N-substituted benzothiazolium moieties are synthesized and characterized spectroscopically and, for a specific case, by X-ray crystallography. The effects of the N-substituent and of sulfur atom substitution in the crown ether cavity on metal cation complex formation and on photochromism due to reversible trans−cis photoisomerization are evaluated. High selectivities for heavy metal ions, such as Ag+ and Hg2+, are observed, in contrast to the benzo-18-crown-6 dyes which selectively bind alkali and alkali earth cations. Relative complex formation stability constants, determined spectrophotometrically, are converted to absolute values by polarographic measurements. The stability constant for Hg2+ complex formation by the trans dye is enhanced 47-fold upon substitution of the 4-butylsulfonate group for methyl at the nitrogen of the benzothiazolium moiety. Photoisomerization to the cis dye is accompanied by a further 11-fold stability constant inc...
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Alfimov M. et al. Synthesis, structure, and ion selective complexation of trans and cis isomers of photochromic dithia-18-crown-6 ethers // Journal of the American Chemical Society. 1999. Vol. 121. No. 21. pp. 4992-5000.
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Alfimov M., Fomina M. V., Gromov S. P., Fedorov Y., Федорова О. С., Fedorova O., Vedernikov A., Churakov A. V., Churakov A., Kuz'mina L. G., Howard J. A., Howard J. A. K., Bossmann S. H., Bossmann S., Braun A., Woerner M., Sears D. F., Saltiel J., Saltiel J. Synthesis, structure, and ion selective complexation of trans and cis isomers of photochromic dithia-18-crown-6 ethers // Journal of the American Chemical Society. 1999. Vol. 121. No. 21. pp. 4992-5000.
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TY - JOUR
DO - 10.1021/ja990370r
UR - https://pubs.acs.org/doi/10.1021/ja990370r
TI - Synthesis, structure, and ion selective complexation of trans and cis isomers of photochromic dithia-18-crown-6 ethers
T2 - Journal of the American Chemical Society
AU - Alfimov, M.V.
AU - Fomina, Marina V.
AU - Gromov, S P
AU - Fedorov, Yu.V.
AU - Федорова, О. С.
AU - Fedorova, O.A.
AU - Vedernikov, A.I.
AU - Churakov, Andrei V.
AU - Churakov, A.V.
AU - Kuz'mina, L. G.
AU - Howard, Judith A.
AU - Howard, J. A. K.
AU - Bossmann, Stefan H.
AU - Bossmann, S
AU - Braun, A.
AU - Woerner, M.
AU - Sears, D F
AU - Saltiel, Jack
AU - Saltiel, J
PY - 1999
DA - 1999/05/15
PB - American Chemical Society (ACS)
SP - 4992-5000
IS - 21
VL - 121
SN - 0002-7863
SN - 1520-5126
ER -
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@article{1999_Alfimov,
author = {M.V. Alfimov and Marina V. Fomina and S P Gromov and Yu.V. Fedorov and О. С. Федорова and O.A. Fedorova and A.I. Vedernikov and Andrei V. Churakov and A.V. Churakov and L. G. Kuz'mina and Judith A. Howard and J. A. K. Howard and Stefan H. Bossmann and S Bossmann and A. Braun and M. Woerner and D F Sears and Jack Saltiel and J Saltiel},
title = {Synthesis, structure, and ion selective complexation of trans and cis isomers of photochromic dithia-18-crown-6 ethers},
journal = {Journal of the American Chemical Society},
year = {1999},
volume = {121},
publisher = {American Chemical Society (ACS)},
month = {may},
url = {https://pubs.acs.org/doi/10.1021/ja990370r},
number = {21},
pages = {4992--5000},
doi = {10.1021/ja990370r}
}
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Alfimov, M.V., et al. “Synthesis, structure, and ion selective complexation of trans and cis isomers of photochromic dithia-18-crown-6 ethers.” Journal of the American Chemical Society, vol. 121, no. 21, May. 1999, pp. 4992-5000. https://pubs.acs.org/doi/10.1021/ja990370r.