Publication Type |
Journal Article |
Title |
Synthesis, NMR conformational analysis, complexation and transport studies of an inherently chiral dihomooxacalix[4]arene triester |
Authors |
Paula M. Marcos José do Rosário Ascenso MAP Segurado JLC Pereira |
Groups |
|
Journal |
TETRAHEDRON |
Year |
2001 |
Month |
August |
Volume |
57 |
Number |
32 |
Pages |
6977-6984 |
Abstract |
The synthesis of the inherently chiral triethyl ester monomethyl ether of p-tert-butyldihomooxacalix[4]arene (3) is reported. A distorted cone conformation in solution at room temperature has been established for triester 3 by NMR measurements (H-1, C-13, NOE 1D and 2D). The extracting and complexing properties of 3 towards the entire alkali and alkaline earth cation series have been assessed by picrate extraction and stability constant determinations. Transport experiments with metal picrates through a CH2Cl2 membrane have also been performed. Comparison is made with tetraethyl ester of p-tert-butylcalix[4]arene (4) described in literature and also studied by us. 3 is a poor phase transfer agent and binder. In contrast, it is a good carrier, mainly for the alkali cations and displays a selective transport for Ba2+. (C) 2001 Elsevier Science Ltd. All rights reserved. |
DOI |
http://dx.doi.org/10.1016/S0040-4020(01)00652-4 |
ISBN |
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Publisher |
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Book Title |
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ISSN |
0040-4020 |
EISSN |
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Conference Name |
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Bibtex ID |
ISI:000170363600013 |
Observations |
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