Enantioselective Fluorescent Recognition of Amino Alcohol Based on Calix[4]arenes Bearing Diphenylethylenediamine Units.

Two novel chiral fluorescence calix[4]arenes functionalized at the lower rim with diphenylethylenediamine and thiourea units were synthesized and examined for their enantioselective recognition abilities by the fluorescence and 1H NMR spectra in DMSO. The results indicate that 1 and 2 both formed a 1:1 complex with amino alcohol and exhibit good enantioselective fluorescent responses for phenylglycinol (receptor 1 KL/KD = 4.85, ΔΔG0 = - 3.90 kJ mol- 1). [ABSTRACT FROM AUTHOR]