醇存在下R,S-1,1′-2-联萘酚对映体的环糊精手性识别研究

以R,S-1,1′-2-联萘酚对映体为手性客体分子, 采用荧光探针法详细研究了各种醇对β-环糊精/(R或S)-1,1′-2-联萘酚对映体的手性包络和手性荧光猝灭等性质的影响, 结果表明, 醇的存在可显著影响R,S-1,1′-2-联萘酚对映体与β-环糊精形成包络物的包络形式和包络常数. 通过与该对映体的β-环糊精手性固定相高效液相色谱拆分法比较研究结果表明, 醇等第三客体分子可显著影响环糊精对对映体化合物的手性选择性和分离度.

Investigation of Chiral Recognition of β-Cyclodextrin Toward 1,1′-Bi-2-Naphthol Enantiomers in the Presence of Different Alcohols by Fluorescence and HPLC

The chiral recognition of β-cyclodextrin(β-CD) to R,S-1,1′-bi-2-naphthol(BiNOL) has been investigated by fluorescence probe spectroscopy and high performance liquid chromatography(HPLC) in the presence of various alcohols or mobile phases. The effects of alcohols on the chiral recognition of CD/R or S-BiNOL have been discussed based on the binding constants and quenching constants. Chiral discrimination in the quenching of R,S-BiNOL complexed to β-CD was observed with adding alcohols, belonging to static quenching. The inclusion interaction between R,S-BiNOL and β-CD was significantly affected with the addition of alcohols and phosphate salt, and leading to the chiral selection or chiral resolution enhanced. The results of two methods are consistent for the chiral recognition of β-CD/R,S-BiNOL inclusion. The chiral recognition mechanism of R,S-BiNOL by CD was well explained by these experiments.