Crown ether derivatives of calix[5]arenes: synthesis and complexation properties
- 1 January 1996
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Perkin Transactions 2
- No. 9,p. 1855-1860
- https://doi.org/10.1039/p29960001855
Abstract
Several crown ether derivatives of calix[5]- and tert-butylcalix[5]-arene have been synthesized and converted into their trimethyl ethers as neutral ligands. For selected examples extraction studies have been carried out with alkali metal picrates in the system water–dichloromethane and stability constants have been determined by UV spectroscopy in methanol. All ligands show a more or less pronounced preference for the larger alkali cations. The selectivity for Cs+ over Na+ is highest for the crown-5 derivative of tert-butylcalix[5]arene (S= 630). Calorimetric titrations show that the complexation is e, nthalpically and entropically driven.Keywords
This publication has 26 references indexed in Scilit:
- 1,3‐Alternate Calix[4]arenecrown‐5 Conformers: New Synthetic Ionophores with Better K+/Na+ Selectivity than ValinomycinChemistry – A European Journal, 1996
- Preorganization of Calix[8]arenes. Synthesis of Basket-Shaped Doubly-Crowned Calix[8]arenesTetrahedron Letters, 1995
- Calixarenes, Macrocycles with (Almost) Unlimited PossibilitiesAngewandte Chemie International Edition in English, 1995
- Extraction and solution thermodynamics of complexation of alkali and alkaline-earth cations by calix[4]arene amidesJournal of the Chemical Society, Perkin Transactions 2, 1995
- A PC compatible computer program for the calculation of equilibrium constants by the simultaneous processing of different sets of experimental resultsTalanta, 1994
- 1,3‐Dialkoxycalix[4]arenkronen‐6 in 1,3‐alternate Konformation: Caesium‐selektive Liganden, die Kation‐Aren‐Wechselwirkungen nutzenAngewandte Chemie, 1994
- Molecular Design of Calix[4]arene-Based Sodium-Selective Electrodes Which Show Remarkably High 105.0–105.3 Sodium/Potassium SelectivityChemistry Letters, 1994
- THE ONE-STEP SYNTHESIS OFp-tert-BUTYLCALIX[5]ARENEOrganic Preparations and Procedures International, 1993
- Cation complexation by chemically modified calixarenes. Part 6. Alkali and silver(I) cation complexation by p-tert-butylcalix[5]arene derivatives and X-ray structure determination of a pentaesterJournal of the Chemical Society, Perkin Transactions 2, 1993
- Host-guest complexation. 1. Concept and illustrationJournal of the American Chemical Society, 1977