title: Synthesis and Enantiomeric Recognition Studies of Optically Active Pyridino-Crown Ethers Containing an Anthracene Fluorophore Unit.
abstract: Novel enantiopure pyridino-18-crown-6 ether-based sensor molecules containing an anthracene fluorophore unit were synthesized. Their enantiomeric recognition abilities toward the enantiomers of 1-phenylethylamine hydrogen perchlorate (PhEt), 1-(1-naphthyl)ethylamine hydrogen perchlorate (NapEt), phenylglycine methyl ester hydrogen perchlorate (PhgOMe), and phenylalanine methyl ester hydrogen perchlorate (PheOMe) were examined in acetonitrile using fluorescence spectroscopy. The sensor molecules showed appreciable enantiomeric recognition toward the enantiomers of NapEt, PhEt, and PhgOMe. The highest enantioselectivity was found in the case of crown ether containing isobutyl groups in the macroring and the enantiomers of NapEt. Chirality 28:562-568, 2016. © 2016 Wiley Periodicals, Inc.
authors.affiliation: Department of Organic Chemistry and Technology, Budapest University of Technology and Economics, Budapest, Hungary.
authors.forename: Balázs
authors.initials: B
authors.lastname: Szemenyei
authors.affiliation: Department of Organic Chemistry and Technology, Budapest University of Technology and Economics, Budapest, Hungary.
authors.forename: Ildikó
authors.initials: I
authors.lastname: Móczár
authors.affiliation: Department of Organic Chemistry and Technology, Budapest University of Technology and Economics, Budapest, Hungary.
authors.forename: Dávid
authors.initials: D
authors.lastname: Pál
authors.affiliation: Department of Organic Chemistry and Technology, Budapest University of Technology and Economics, Budapest, Hungary.
authors.forename: Ivett
authors.initials: I
authors.lastname: Kocsis
authors.affiliation: "Lendület" Supramolecular Chemistry Research Group, Institute of Organic Chemistry, Research Centre of Natural Sciences, Hungarian Academy of Sciences, Budapest, Hungary.
authors.forename: Péter
authors.initials: P
authors.lastname: Baranyai
authors.affiliation: Department of Organic Chemistry and Technology, Budapest University of Technology and Economics, Budapest, Hungary.
authors.forename: Péter
authors.initials: P
authors.lastname: Huszthy
keywords: anthracene; chiral crown ether; complexation; enantioselectivity; fluorescent sensor molecule