Thiourea–isothiouronium conjugate for strong and selective binding of very hydrophilic H2PO4− anion at the 1,2-dichloroethane–water interface

Kato, Ryo; Cui, Ying; Nishizawa, Seiichi; Yokobori, Tomoyuki; Teramae, Norio

doi:10.1016/j.tetlet.2004.04.001

Cited by 39 publications

(18 citation statements)

References 51 publications

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“…6 Much work has been carried out to the design and synthesis of sensitive receptors for anions. [7][8][9][10] The research of this area has been focused especially on the anion recognition by molecular tweezer receptors, [11][12][13][14][15][16] because this kind of receptors can provide more binding points for anions via multiple hydrogen bonding interactions with anions and have better binding properties. In recent years, the molecular tweezers based on thiosemicarbazide have received considerable attention, 17 because this series of receptors has more amide NH groups, can form more hydrogen bonding interactions with anions than the receptors based on acyl-thiourea we reported last time.…”

Section: Introductionmentioning

confidence: 99%

Synthesis and Anion Recognition of Novel Molecular Tweezer Receptors Based on Carbonyl Thiosemicarbazide for Fluoride Ions

Wei¹,

Zhang²,

Wei³

2008

Chin. J. Chem.

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Three title compounds have been designed and synthesized in high yields as novel anion receptors, which show a higher selectivity for F -than other halide ions. The binding properties for fluoride ions of the receptors have been examined by UV-Vis and 1 H NMR spectroscopy, indicating that a 1∶1 stoichiometry complex is formed between the receptors and fluoride ions through hydrogen bonding interactions in DMSO solution. In addition, because these receptors have more binding points, they have better binding properties for anions than the molecular tweezer receptors based on thiourea we reported last time.

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Section: Introductionmentioning

confidence: 99%

Synthesis and Anion Recognition of Novel Molecular Tweezer Receptors Based on Carbonyl Thiosemicarbazide for Fluoride Ions

Wei¹,

Zhang²,

Wei³

2008

Chin. J. Chem.

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“…These molecules are functionalized easily due to the presence of the amino group, leading to a possibility of enhancement in their specificity in substrate binding, which is of utmost importance in any sensing technique. [13][14][15] More importantly from the point of view of photophysics, the amino group has been recently reported to play a rather important role in the excited state processes of fluorophores that contain this functional group. [16][17][18][19] The flip-flop motion of the amino group has been proposed to be the principal reason for the unusually high nonradiative rates of coumarin 120 in nonpolar solvents.…”

Section: Introductionmentioning

confidence: 99%

The role of the ring nitrogen and the amino group in the solvent dependence of the excited-state dynamics of 3-aminoquinoline

Panda

Datta²

2006

The Journal of Chemical Physics

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The nonradiative rate in 3-aminoquinoline is found to exhibit anomalous solvent dependence, being rather fast in nonpolar solvents and remarkably slower in more polar and especially, more protic ones. The cause of such behavior is investigated by studying the dependence of fluorescence spectral and temporal parameters on the solvent properties such as polarity and hydrogen bonding ability. Complementary quantum mechanical calculations have been performed and the picture that emerges from these studies is that of an excited state with a short radiative lifetime due to the flipping of the amino group. This state is selectively populated in nonpolar, nonhydrogen bonding solvents, but is destabilized with respect to the more polar intramolecular charge transfer ͑ICT͒ state in polar solvents and even more so in protic solvents and dimethylsulfoxide. The slower nonradiative rates in the ICT state is attributed to the more restricted motion of the amino group in this state. The role of hydrogen bonding of the amino group and the ring nitrogen in stabilization/destabilization of the ICT state and therefore on the nonradiative rate is also explored.

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“…6 The values of the rate of extraction k increase with the increase of the specific interfacial area a giving a straight line which passes through the origin indicating that the rate of extraction is dependent on the variation in interfacial area and the rate controlling reaction takes place at the interface rather than in the bulk phase. 15 The rate-determining step of the extraction reaction is the interfacial formation of the complex between the metal ion and the interfacially adsorbed extracting reagent. There are two interfacial rate-determining steps, consisting of: 2.…”

Section: Interfacial Areamentioning

confidence: 99%

Chemical Kinetics and Reaction Mechanisms in Solvent Extraction: New Trends and Applications

El-Hefny¹

2017

JPS

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Thiourea–isothiouronium conjugate for strong and selective binding of very hydrophilic H2PO4− anion at the 1,2-dichloroethane–water interface

Cited by 39 publications

References 51 publications

Synthesis and Anion Recognition of Novel Molecular Tweezer Receptors Based on Carbonyl Thiosemicarbazide for Fluoride Ions

Synthesis and Anion Recognition of Novel Molecular Tweezer Receptors Based on Carbonyl Thiosemicarbazide for Fluoride Ions

The role of the ring nitrogen and the amino group in the solvent dependence of the excited-state dynamics of 3-aminoquinoline

Chemical Kinetics and Reaction Mechanisms in Solvent Extraction: New Trends and Applications

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