Complexation of alkali metal cations by conformationally rigid, stereoisomeric calix[4]arene crown ethers: a quantitative evaluation of preorganization

Effective fluorescent sensing of Na+ ion by calix[4]arene bearing pyrene and perylene based on energy transfer

“…For alkali cations, calixarene derivatives incorporating functional groups, such as ester, ether, ketone, amide and carboxylic groups, exhibit excellent binding abilities. [7][8][9][10][11][12][13][14][15][16][17] Several groups have recently reported the fluorometric detection of Na + using the calix [4]arene derivatives bearing pyrenyl groups. On these calix [4]arene-based fluorescence sensors, Na + complexation can be monitored by intramolecular pyrene excimer emission and extinction, 18,19 disruption of the intramolecular photoinduced electron transfer from the pyrene to nitrobenzene, 20 and induction of the intramolecular fluorescence energy transfer from the pyrene to anthracene.…”

Ab Initio Calculated Structures and Vibrational Spectra of 1,3-Diethoxy-p-tert-butylcalix[4]crown-5-ether Complexed with Potassium Cation

“…The selective 1,3-dialkylation of p-tert-butylcalix [4]arene followed by the introduction of suitable polyether bridges on the two remaining OH groups has generated a new family of potassium selective ionophores. [1][2][3] In particular the 1,3-dimethyl ether of p-tert-butylcalix [4]crown-5-ether (1) has shown a surprisingly high K + /Na + selectivity in extraction.…”

“…[1][2][3] In particular the 1,3-dimethyl ether of p-tert-butylcalix [4]crown-5-ether (1) has shown a surprisingly high K + /Na + selectivity in extraction. 2 The complexation of alkali metal cations by conformationally rigid calix [4]crown ethers has been studied by 1 H NMR experiment, and X-ray crystal structures of 1,3-dialkoxycalix [4]crown-5-ether were reported. 4 Along with these efforts, a theoretical study of the stereochemical dependence of alkali metal ion complexation and liquid-liquid extraction of alkali cations by 1,3-dimethoxy-calix [4]crown-6-ether has been reported.…”

“…2 The complexation of alkali metal cations by conformationally rigid calix [4]crown ethers has been studied by 1 H NMR experiment, and X-ray crystal structures of 1,3-dialkoxycalix [4]crown-5-ether were reported. 4 Along with these efforts, a theoretical study of the stereochemical dependence of alkali metal ion complexation and liquid-liquid extraction of alkali cations by 1,3-dimethoxy-calix [4]crown-6-ether has been reported. 5 Recently, endo-or exo-complexation of calix [4]arene with alkali metal cations has been analyzed by HF, MP2 and DFT calculations.…”

“…4 Along with these efforts, a theoretical study of the stereochemical dependence of alkali metal ion complexation and liquid-liquid extraction of alkali cations by 1,3-dimethoxy-calix [4]crown-6-ether has been reported. 5 Recently, endo-or exo-complexation of calix [4]arene with alkali metal cations has been analyzed by HF, MP2 and DFT calculations. 6 Great progress for computational facilities provides an opportunity to study the relatively large and complicated supramolecular system.…”