Larger Groups, Smaller Enantioselectivity? Two Anthracene-Containing, Pyridino-Crown Ether-Based Fluorescent Sensor Molecules

Balázs Szemenyei, Marianna Firisz, Péter Baranyai, Péter Bagi, László Drahos, Ildikó Móczár, Péter Huszthy
2022 Periodica Polytechnica: Chemical Engineering  
(R,R)- and (S,S)-enantiomers of anthracene-containing pyridino-18-crown-6 ether having tert-butyl groups at the stereogenic centers were prepared with the aim of achieving higher enantioselectivity than for the reported (S,S)-analogue having isobutyl groups. The enantiomeric recognition abilities of the new sensor molecules toward chiral protonated primary amines and amino acid esters were studied in acetonitrile by UV–vis and fluorescence spectroscopies. The pKa values of these pyridino-crown
more » ... thers and their reported (S,S)-analogues having methyl or isobutyl groups have also been determined in acetonitrile.
doi:10.3311/ppch.20468 fatcat:hdi23l5z2jgrleujrmqlswoabm