Chiral Recognition for the Two Enantiomers of Phenylalanine and Four Amino Acid Derivatives with (S)-Phenylethylamine Derived Nickel(II) Macrocyclic Complex

摘要

Three organic chemists won the 2002 Nobel prize for their efforts in obtaining optically pure enantiomers through the development of good chiral catalysts for asymmetric synthesis. Chiral chromatography was used when they checked the optical purities of some chiral compounds that were synthesized using their catalysts. Chiral chromatography is also a powerful method for obtaining optically pure enantiomers from their racemic mixtures directly. The most important thing in chiral chromatography is the development of an effective chiral selector. A range of organic compounds, such as cyclodextrins, proteins, celluloses, antibiotics and some small chiral molecules, were used as good chiral selectors for chiral chromatography. An optically pure phenylethylamine-derived chiral macrocyclic metal complex (1, Figure 1) was recently developed and used as a good chiral selector for the chiral discrimination of racemic binaphthol. Figure 1(a) shows the 3-dimensional structure of a monomeric precursor of (S)-phenylethylamine- derived chiral macrocyclic metal complex (1). Figure 1(b) presents the 3-dimensional structure of chiral macrocyclic metal complex (1) prepared from the self-assembly of the monomeric precursor with 1,3,5-benzenetricarboxylic acid.