Synthesis, structure and anion binding properties of lower rim α-hydroxyamide calix[4]arene derivatives

Sdira, Sofiane Ben; Félix, C.; Giudicelli, Marie-Béatrice; Vocanson, Francis; Perrin, Monique; Lamartine, R.

doi:10.1016/j.tetlet.2005.06.104

Cited by 10 publications

(4 citation statements)

References 17 publications

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“…Lower rim calix[4]arene substituted with α-hydroxyamide, L199 (Figure ), showed promising selectivity for H 2 PO 4 − and N -tosyl-( l )-alanate over Cl − , Br − , and HSO 4 − as studied by 1 H NMR spectroscopy . The K a values for this binding have been found to be 5413 and 1590 M −1 , respectively, for H 2 PO 4 − and N -tosyl-( l )-alanate in CDCl 3 by forming a 1:1 complex in each case.…”

Section: Anion Receptorsmentioning

confidence: 97%

Ion and Molecular Recognition by Lower Rim 1,3-Di-conjugates of Calix[4]arene as Receptors

2011

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Introduction 4658 2. Functionalization at the 1,3-Positions of Calix[4]arene 4659 3. Cation Receptors 4660 3.1. Zn 2þ Recognition 4660 3.1.1. Receptors Possessing Imino-phenolic Core 4660 3.1.2. Imino-phenolic Core Linked through Triazole Moiety 4661 3.1.3. Receptors Possessing Cores Other than the Imino-phenolic Ones 4661 3.2. Cu 2þ Recognition 4663 3.2.1. Cyclic Conjugates 4663 3.2.2. Noncyclic Conjugates 4664 3.3. Monomer/Excimer Emissions in the Presence of Fe 3þ 4666 3.4. Hg 2þ Recognition 4666 3.4.1. Cyclic Conjugates 4666 3.4.2. Noncyclic Conjugates 4667 3.5. Pb 2þ Recognition 4670 3.6. Ag þ Recognition 4671 3.7. Al 3þ Recognition 4673 3.8. Recognition of Alkali Metal Ions 4673 3.9. Recognition of Alkaline Earth Metal Ions 4676 3.10. Lanthanide Ion Recognition 4678 4. Anion Receptors 4680 4.1. Inorganic Anions 4680 4.1.1. Fluoride Recognition 4680 4.1.2. Chloride Recognition 4681 4.1.3. Iodide Recognition 4682 4.1.4. Chromate Recognition 4682 4.1.5. HSO 4 À and HSO 3 À Recognition 4683 4.1.6. Phosphate Recognition 4684 4.1.6.1. Recognition of Phosphate by Uncomplexed Calix[4]arene Conjugates 4684 4.1.6.2. Recognition of Phosphate by a Metal Complex of Calix[4]arene Conjugate 4686 4.2. Organic Anions 4687 4.2.1. Acetate Recognition 4687 4.2.2. Recognition by Dicarboxylates 4688 4.3. Chiral Recognition by Calix[4]arene Conjugates 4689 5. Amino Acids and Other Molecular Recognition 4693 5.1. Recognition of Amino Acids by Uncomplexed Calix[4]arene Conjugates 4693 5.2. Recognition of Amino Acid by Metal Complexes of the Calix[4]arene Conjugates 4694 5.3. Recognition of Other Molecular Species 4695 6. Conclusions and Future Perspectives 4697 Author Information 4698 Biographies 4698 Acknowledgment 4698 List of Abbreviations 4698 References 4699

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Section: Anion Receptorsmentioning

confidence: 97%

Ion and Molecular Recognition by Lower Rim 1,3-Di-conjugates of Calix[4]arene as Receptors

2011

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“…Calix[n]arenes have a well organised molecular structural design for ionic and molecular detection. 138 Therefore, these scaffolds have been used for sensing of uoride ions via hostguest relationships. The calix [4]arene scaffold was used for uoride recognition aer appropriate functionalization of calixarene cavity.…”

Section: Uv-visible Spectroscopymentioning

confidence: 99%

Analytical methods for determination and sensing of fluoride in biotic and abiotic sources: a review

2016

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Detection and characterization of fluoride is an important part of understanding the benefits as well as the potential toxicity of fluoride in biotic and abiotic natural sources. Fluoride can have determinantal effect on human health at high concentrations (>1.5 mg L -1 ), thus, they must be detected and quantitated. For this analytical methods play an important role. This review underlines the role of analytical methods in detection and quantitation of fluoride. The review highlights a variety of analytical methods, for instance, inductively coupled plasma mass spectrometry (ICP-MS), atomic absorption spectrometry (AAS) and molecular absorption spectrometry (MAS), and electrochemical methods that have been applied in the determination of fluoride. The principles of these techniques in conjunction with their pros and cons, and their applications regarding the determination and detection of fluoride arediscussed. The commonly used fluoride sensing methods, including the fluorescence and colorimetric methods have also been discussed. We hope this review will promote the next generation approaches and application of innovatve analytical methods for the fluoride detection and quantification.

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“…Sdira et al [63,64] synthesized calix [4]arene-based chiral receptors, amino acid conjugates 56a-56e and compound 57 in a cone conformation, functionalized by α-hydroxyamide groups at the lower rim. Strong complexation of 56a was revealed; it gave rise to 1 : 1 complexes with anions with the following binding constants K ass in CDCl 3 : 4900 (Cl -), 3800 (Br -), 3700 (HSO 4 -), and 2300 l mol -1 (H 2 PO 4 -).…”

Section: Chiral Receptors and Enantio-selective Recognitionmentioning

confidence: 99%

Calixarene-based anionic receptors

Shokova

Ковалев

2009

Russ J Org Chem

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Synthesis, structure and anion binding properties of lower rim α-hydroxyamide calix[4]arene derivatives

Cited by 10 publications

References 17 publications

Ion and Molecular Recognition by Lower Rim 1,3-Di-conjugates of Calix[4]arene as Receptors

Ion and Molecular Recognition by Lower Rim 1,3-Di-conjugates of Calix[4]arene as Receptors

Analytical methods for determination and sensing of fluoride in biotic and abiotic sources: a review

Calixarene-based anionic receptors

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