Enantioselective fluorescent sensors for amino acid derivatives based on BINOL bearing S-tryptophan unit: synthesis and chiral recognition.

Four novel derivatives of BINOL bearing S-tryptophan unit have been prepared and the structures of these compounds characterized by IR, MS, (1)H and (13)C NMR spectroscopy and elemental analysis. The enantioselective recognition of these receptors has been studied by fluorescence titration and (1)H NMR spectroscopy. The receptors exhibited different chiral recognition abilities towards N-Boc-protected amino acid anions and formed 1:1 complexes between host and guest. Receptors exhibit excellent enantioselective fluorescent recognition ability towards the amino acid derivatives. © Springer Science+Business Media, LLC 2009