Synthesis of two calix[4]arene diamide derivatives for extraction of chromium(VI)

The synthesis of four diamide derivatives of the p- tert-butylcalix[4]arenes from the reaction of 5,11,17,23-tetra- tert-butyl-25,27-diethoxycarbonylmethoxy-26,28-dihydroxycalix[4]arene 2 with various primary amines were reported. The 1H and 13C NMR, data showed that the synthesized compounds exist...

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Bibliographic Details
Published in:Tetrahedron 2005-10, Vol.61 (44), p.10443-10448
Main Authors: Bozkurt, Selahattin, Karakucuk, Aysegul, Sirit, Abdulkadir, Yilmaz, Mustafa
Format: Article
Language:English
Subjects:
Calixarene
Diamide
Dichromate anions
Solvent extraction
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Summary:The synthesis of four diamide derivatives of the p- tert-butylcalix[4]arenes from the reaction of 5,11,17,23-tetra- tert-butyl-25,27-diethoxycarbonylmethoxy-26,28-dihydroxycalix[4]arene 2 with various primary amines were reported. The 1H and 13C NMR, data showed that the synthesized compounds exist in the cone conformation. The complexing properties of these compounds toward Cr 2O 7 2−/HCr 2O 7 − anions are also studied. It has been observed that receptors 5 and 6 are better extractant than the compounds 3 and 4 . The protonated alkyl ammonium form of 5 and 6 is an effective extractant for transferring HCr 2O 7 −/Cr 2O 7 2− anions from an aqueous phase into a dichloromethane layer. Graphical Abstract
ISSN:0040-4020
1464-5416
DOI:10.1016/j.tet.2005.08.072