Synthesis and Metal Ion Complexation Studies of Proton-Ionizable Calix[4]azacrown Ethers in the 1,3-Alternate Conformation
Тип публикации: Journal Article
Дата публикации: 2000-03-28
scimago Q2
wos Q1
БС1
SJR: 0.737
CiteScore: 6.1
Impact factor: 3.6
ISSN: 00223263, 15206904
PubMed ID:
10789450
Organic Chemistry
Краткое описание
A series of novel N-chromogenic calix[4]arene azacrown ethers were synthesized as selective extractants of potassium ion. 1,3-Alternate calix[4]arene azacrown ethers were prepared by reacting 25,27-dipropyloxy-26,28-bis(5-chloro-3-oxapentyloxy) calix[4]arenes with p-toluenesulfonamide in the presence of potassium carbonate. The coupling reaction of calix[4]arene azacrown ether with 2-hydroxy-5-nitrobenzyl bromide in the presence of triethylamine in THF gave the chromogenic calix[4]arene azacrown ether in moderate yield. These compounds show high potassium selectivity over other metal ions as shown by two-phase extraction, bulk liquid membrane, and 1H NMR studies on a ligand-metal complex. It is assumed that the OH of the chromogenic group attached on nitrogen can assist the complexation by encapsulation of the metal.
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Kim J. S. et al. Synthesis and Metal Ion Complexation Studies of Proton-Ionizable Calix[4]azacrown Ethers in the 1,3-Alternate Conformation // Journal of Organic Chemistry. 2000. Vol. 65. No. 8. pp. 2386-2392.
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Kim J. S., Shon O. J., Ko J. W., Cho M. H., Yu I. Y., Vicens J. Synthesis and Metal Ion Complexation Studies of Proton-Ionizable Calix[4]azacrown Ethers in the 1,3-Alternate Conformation // Journal of Organic Chemistry. 2000. Vol. 65. No. 8. pp. 2386-2392.
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TY - JOUR
DO - 10.1021/jo9912754
UR - https://pubs.acs.org/doi/10.1021/jo9912754
TI - Synthesis and Metal Ion Complexation Studies of Proton-Ionizable Calix[4]azacrown Ethers in the 1,3-Alternate Conformation
T2 - Journal of Organic Chemistry
AU - Kim, Jong S.
AU - Shon, Ok Jae
AU - Ko, Jong Won
AU - Cho, Moon Hwan
AU - Yu, Ill Yong
AU - Vicens, Jacques
PY - 2000
DA - 2000/03/28
PB - American Chemical Society (ACS)
SP - 2386-2392
IS - 8
VL - 65
PMID - 10789450
SN - 0022-3263
SN - 1520-6904
ER -
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@article{2000_Kim,
author = {Jong S. Kim and Ok Jae Shon and Jong Won Ko and Moon Hwan Cho and Ill Yong Yu and Jacques Vicens},
title = {Synthesis and Metal Ion Complexation Studies of Proton-Ionizable Calix[4]azacrown Ethers in the 1,3-Alternate Conformation},
journal = {Journal of Organic Chemistry},
year = {2000},
volume = {65},
publisher = {American Chemical Society (ACS)},
month = {mar},
url = {https://pubs.acs.org/doi/10.1021/jo9912754},
number = {8},
pages = {2386--2392},
doi = {10.1021/jo9912754}
}
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MLA
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Kim, Jong S., et al. “Synthesis and Metal Ion Complexation Studies of Proton-Ionizable Calix[4]azacrown Ethers in the 1,3-Alternate Conformation.” Journal of Organic Chemistry, vol. 65, no. 8, Mar. 2000, pp. 2386-2392. https://pubs.acs.org/doi/10.1021/jo9912754.
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