121702-03-2Relevant articles and documents
Lower rim substituted p-tert-butyl-calix[4]arene. Part 17. Synthesis, extractive and ionophoric properties of p-tert-butylcalix[4]arene appended with hydroxamic acid moieties
Kulesza,Guzinski,Bochenska,Hubscher-Bruder,Arnaud-Neu
, p. 89 - 95 (2014)
The synthesis and characterization of four p-tert-butylcalix[4]arene- hydroxamic acids are reported. The dependence of the metal ion binding, assessed by liquid-liquid extraction of the metal nitrates from water into dichloromethane in individual and competitive experiments, on the ligand structure, is presented. The results showed that those ligands could be successfully used in separation process of transition and heavy metals often present together. Two of the ligands were used as active materials in Pb-ion-selective membrane electrodes. The characteristics of these electrodes, in particular their selectivity coefficients for Pb2+ over other metal ions, are discussed.
Extraction of technetium(VII) by calix[4]arene tetraketones and tetraesters from acidic and basic media
Antipin,Solovieva,Stoikov,Vershinina,Pribylova,Tananaev,Myasoedov
, p. 127 - 132 (2004)
Tetrasubstituted on the lower rim calix[4]arenes, containing carbonyl and ester groups, and existing in a cone conformation are selective and efficient extracting agents for TcVII extraction from both acidic and basic solutions.
Remarkable metal template effects on selective syntheses of p-t-butylcalix[4]arene conformers
Iwamoto,Fujimoto,Matsuda,Shinkai
, p. 7169 - 7172 (1990)
It was found that the conformer distribution in tetra-O-substitution of p-t-butylcalix[4]arene is remarkably affected by metal species in base: in particular, 100% 'cone' selectivity in the presence of Na2CO3 is changed to 100% 'partial cone' selectivity in the presence of Cs2CO3 in the reaction with ethyl bromoacetate.
Kinetics and mechanism of the dissociation of a sodium-calix [4] arene ester complex in nonaqueous solution
Jin, Takashi
, p. 1401 - 1406 (2000)
The kinetics and mechanism for the dissociation of sodium ion complexes of a calix[4]arene ester 1 were studied in nonaqueous solution by a dynamic 1H NMR. Life times τ(c) of the Na+-1 complexes and activation parameters Δ(d)H((+)) and Δ(d)S((+)) for the dissociation process were determined in five organic solvents. In methanol, the life time (8.8 x 10-3 s) of the sodium complex at 25°C was 440 times larger than that of crown ether (18C6) and was ca. 40 times less than that of cryptands (C211 and C222). The activation parameters for the dissociation process, Δ(d)H((+)) of 67, 64, 57, 57, and 46 kJ mol-1, and Δ(d)S((+)) of -22, -29, -7.7, -13, and -33 J mol-1 K-1 were determined in deuteriated nitromethane, acetonitrile, acetone, methanol, and dimethylformamide, respectively. It was observed that the activation enthalpies tend to decrease with increasing the electron- donating ability of solvents as indicated by the Gutmann donor number, while the activation enthalpies do not correlate to the donor number and all the values are negative. These results suggest that in the activated state of the Na+-1 complex, additional solvent molecules bind to the sodium ion encapsulated by ethoxycarbonylmethoxy groups in 1, and the disruption of the bonding between a sodium ion and the oxygens in the OCH2CO moieties plays a major contribution in the dissociation process. In acetonitrile, the life times of the Na+-1 complexes were not affected by the concentration of the free ligand of 1, suggesting that the dissociation proceeds via a unimolecular dissociation not a bimolecular exchange between free and complexed 1.
Luminescent behavior of pyrene-allied calix[4]arene for the highly pH-selective recognition and determination of Zn2+, Hg2+ and I-: Via the CHEF-PET mechanism: Computational experiment and paper-based device
Sutariya, Pinkesh G.,Soni, Heni,Gandhi, Sahaj A.,Pandya, Alok
supporting information, p. 9855 - 9864 (2019/07/04)
In this article, for the first time, we have reported a novel CHEF-PET fluorescence sensor L based on calix[4]arene containing four pyrene groups as binding sites, which is highly selective and sensitive towards Zn2+, Hg2+ and I-. This fluorescence probe was synthesized and characterized using the emission study, UV-vis titration, 1H NMR spectroscopy and ESI-MS investigation. The linear concentration range at pH 7 of L for Zn2+, Hg2+ and I- is 0-135 nM, 0-140 nM and 0-120 nM, respectively, with the detection limit of 6.43 nM for Zn2+, 2.94 nM for Hg2+ and 20.93 nM for I-. The binding ability was determined through Benesi-Hildebrand equation, which was found to be 7.535 × 108 M-1 for Zn2+, 9.001 × 108 M-1 for Hg2+ and 8.139 × 108 M-1 for I-. Further, we reported an easy-to-use, low-cost and disposable paper-based sensing device for the rapid chemical screening of Zn2+, Hg2+ and I-. The device comprises luminescent sensing probes embedded into a cellulose matrix, where the resonance energy transfer phenomenon seems to be the sensing mechanism. It opens up new opportunities for simple and fast screening in remote settings, where sophisticated instrumentation is not always available. The MOPAC-2016 software package was used to optimize the L using the well-established PM7 method and calculate the HOMO-LUMO energy band gap for structure L and L with Zn2+, Hg2+ and I- ion-based structures. The molecular docking study was carried out using HEX software.
Preparation and investigation of temperature-responsive calix[4]arene-based molecular gels
Cai, Xiuqin,Xu, Yunhua,Yang, Rong,Yang, Hui
, p. 28476 - 28482 (2017/07/07)
A novel calix[4]arene-based tetracholesteryl derivative was synthesized, and its gelation behaviours in 30 organic solvents were studied. It showed that 1 gelled long chain alkane, some of alcohol, kerosene, ethyl acetate benzene and toluene. Interestingly the gel of 1/kerosene possessed special property, which was that the mixture solution of the compound 1/kerosene heating for a while was put on the flat contact heater and formed a gel film at 25 °C and 65 °C. Unlike ordinary film, gel film had higher strength and toughness at 65 °C, by contrast other was fragile and broken easily at 25 °C, this phenomenon was few reported before. In order to explore the phenomenon, the mechanism of the gel of 1/kerosene was discussed by Scanning Electron Microscope (SEM), High Nuclear Magnetic Resonance (H NMR), Fourier Transform Infrared Spectrometer (IR) and micro-rheology. SEM revealed that the xerogel of 1/kerosene assembled network through some long and thick fibers at 65 °C, with concentration reducing fibers become thin and its networks were clearly observed. In contrast the morphology of xerogel was porous at low concentration and was a bulk at high temperature system. According to EI data in micro-rheology, the gelation process could be divided into three stages at 65 °C and they could be that some cholesterol segments in the gelator interacting with each other formed some small aggregation in the first stage, and other cholesterol section of the gelator sufficiently were cross-linked with time and assembled into large assembly in the second plateau. In the final moment the large assembly build gel network and the system of gel tended to stable. But there are two stages at low temperature and could be some cholesterol segments that didn't take part in assembly, which may be the cause that the performance of gel was fragile.
Design, synthesis and characterization of quinoline-pyrimidine linked calix[4]arene scaffolds as anti-malarial agents
Shah, Rahul B.,Valand, Nikunj N.,Sutariya, Pinkesh G.,Menon, Shobhana K.
, p. 173 - 178 (2016/07/29)
In this paper, we report a series of quinolinepyrimidine linked calix[4]arene derivatives functionalized with 8-amino quinoline, 5-amino quinoline, 8-hydroxy quinoline, 2-amino pyrimidine and 4-amino 3-methyl quinoline. The synthesized compounds were purified and characterized by elemental analysis, FT-IR,1H NMR and ESI-MS and screened for their anti-malarial activity against plasmodium falciparum strains. Two synthesized compounds with 8-hydroxy quinoline and 2-amino pyrimidine substituents showed good antimalarial activity with IC50 0.073 and 0.043 μg/ml respectively which is comparable with the standard drug chloroquine. The present study provides valuable information for developing calix[4]arene conjugates quinoline-pyrimidine based derivatives as an effective antimalarial agents. Graphical Abstract In this paper, we report a series of quinoline-pyrimidine linked calix [4]arenes derivatives functionalised with 8-amino quinoline, 5-amino quinoline, 8-hydroxy quinoline, 2-amino pyrimidine and 4-amino 3-methyl quinoline and screened for antimalarial activity. Two synthesized compounds with 8-hydroxy quinoline and 2-amino pyrimidine substituents showed good antimalarial activity with IC50 0.073 and 0.043 μg/mL respectively, which is comparable with the standard drug chloroquine. The present study provides valuable information for developing calix[4]arene conjugates quinoline-pyrimidine derivatives.
