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Turkish Journal of Chemistry

Enantioselective complexation of chiral lariat crown ethers and chiral primary alkylammonium perchlorates

Mehmet Zafer KÖYLÜ1, Tarık ARAL2, Mehmet KARAKAPLAN2,
Şafak Özhan KOCAKAYA2, Halil HOŞGÖREN2
1Department of Physics, Faculty of Science, Dicle University, Diyarbakır-TURKEY
e-mail: mkkaplan@dicle.edu.tr
2Department of Chemistry, Faculty of Science, Dicle University, Diyarbakır-TURKEY

Abstract: In order to investigate the enantiomeric recognition abilities toward 2 chiral alkylammonium perchlorates (AmI, AmII) by 1H-NMR titration method in CDCl3, 4 chiral lariat ethers 8-11 with a (p-methoxyphenoxy) methyl flexible side arm were used. The most effective enantiomeric recognition was obtained by LCEs 9 and 11 toward AmII, by KR/KS 6.58 and KS/KR 6.63, respectively. The effect of macroring size, subunit of macroring, and side arm appeared to have strong influence on the binding ability of these alkylammonium ions.

Key Words: Chiral lariat crown ethers, enantioselectivity, complexation properties, molecular recognition, NMR titration

Turk. J. Chem., 35, (2011), 171-179.
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Other articles published in the same issue: Turk. J. Chem.,vol.35,iss.2.