RESEARCH ARTICLE

 

Synthesis and characterization of new bis-symmetrical adipoyl, terepthaloyl, chiral diimido-di-L-alanine diesters and chiral phthaloyl-L-alanine ester of tripropoxy p-tert-butyl calix[4]arene and study of their hosting ability for alanine and Na⁺

 

 

F. Nasuhi Pur^*; K. Akbari Dilmaghani

Department of Chemistry, University of Urmia, Urmia 57159, Iran

 

 

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ABSTRACT

Bis-symmetrical tripropoxy p-tert-butyl calix[4]arene esters were prepared from the reaction of tripropoxy calix[4]arene (1HPr₃) with di-acyl chlorides as bridges in the presence of sodium hydride. The esters, which were synthesized from L-alanine acyl chloride derivatives, are optically active. In all of these esters, calix[4]arene cavities have a pinched cone conformation. The structures of these esters were confirmed by FT-IR, ¹H NMR and ¹³C NMR spectroscopy, elemental analysis and ion positive FAB mass spectrometry.

Keywords: Synthesis, tripropoxy calix[4]arene, acyl chloride, double calix[4]arenes, L-alanine

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Acknowledgements

We gratefully acknowledge the University of Urmia for providing a fellowship for the present work.

 

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Received 28 August 2009
Revised 23 March 2010
Accepted 30 March 2010

 

 

* To whom correspondence should be addressed. E-mail: fazelnasuhi@gmail.com