Journal
TETRAHEDRON
Volume 65, Issue 15, Pages 3014-3018Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tet.2009.01.087
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Funding
- Scientific and Technical Research Council of Turkey [TUBITAK-106T091]
- Research Foundation of Selcuk University [BAP-06401067]
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in this study the synthesis of novel chiral calix[4]azacrown derivatives has been reported. The enantioselectivity of Chiral receptors was investigated by using UV-vis spectroscopy. All the chiral calix[4]arene derivative,; exhibited certain chiral recognition toward the enantiomers of phenylalanine (Phe-OMe.HCl) and alanine methyl ester hydrochlorides (Ala-OME.HCl). As a chiral receptor, the furfuryl-armed calix[4]azacrown ether 7 has the best enantiomeric discriminating ability for alpha-amino acid ester hydrochlorides (up to K-L/K-D 2.08, Delta Delta G(0) 1.82 KJ mol (1)) in CHCl3. The enantiomeric recognition abilities for 1,guests are also discussed from a thermodynamic point of view. (C) 2009 Elsevier Ltd. All rights reserved.
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