Binaphthol aldehydes with appended dipicolylamine moieties, (R)-1, and (R)-2, were synthesized. The reaction of (R)-1 with an amino acid together with the ZnII ion produces a monomeric complex that discriminates the chirality of the bound amino acid by 1H NMR spectroscopy. The same reaction of (R)-2, which is different from (R)-1 by only one nitrogen atom, generates a dimeric complex that is highly enantiospecific for the l-form of amino acids such as Phe and Trp.
Bibliographical noteFunding Information:
This work was supported by a National Research Foundation of Korea (NRF) grant funded by the Korea government (MSIP) (no. NRF-2017R1A2B2009672).
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- Amino acids