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

Authors

MEHMET ZAFER KÖYLÜ
TARIK ARAL
MEHMET KARAKAPLAN
ŞAFAK ÖZHAN KOCAKAYA
HALİL HOŞGÖREN

Abstract

In order to investigate the enantiomeric recognition abilities toward 2 chiral alkylammonium perchlorates (AmI, AmII) by ^1H-NMR titration method in CDCl_3, 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 K_R/K_S 6.58 and K_S/K_R 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.

DOI

10.3906/kim-1008-844

Keywords

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

First Page

171

Last Page

179

Recommended Citation

KÖYLÜ, MEHMET ZAFER; ARAL, TARIK; KARAKAPLAN, MEHMET; KOCAKAYA, ŞAFAK ÖZHAN; and HOŞGÖREN, HALİL (2011) "Enantioselective complexation of chiral lariat crown ethers and chiral primary alkylammonium perchlorates," Turkish Journal of Chemistry: Vol. 35: No. 2, Article 1. https://doi.org/10.3906/kim-1008-844
Available at: https://journals.tubitak.gov.tr/chem/vol35/iss2/1