The Determination of Enantiomeric Purity for 1, 1''-Binaphthyl-2, 2'' -Diol by High Performance Liquid Chromatography
高效液相色谱法测定1,1’-联萘-2,2’-二酚的光学纯度

In the past few years, much attention has been focused on the studies of the chirality recognition properties of chiral crown ether hosts containing the binaphthyl unit. The application of chiral 1,1'-binaphthyl-2,2'-diol (1) in asymmetric synthesis has been proved fruitful. Consequently, the preparation of optically active binaphthol and the determination of its enantiomeric purity is of current interest. In this paper, an efficient HPLC method for determination of enantiomeric purity of 1,1'-binaphthyl-2,2'-diol (1) through formation of a couple of diastereomers, (R)-1,1'-binaphthyl-2,2'-diyl-N-(S)-(alpha-methylbenzyl) phosphoramidate (R,S)-2 and (S)-1,1'-binaphthyl-2,2'-diyl-N-(S)-(alpha-methylbenzyl)phosphoramidate (S,S)-2, is described by using Micropak Si-5 column, petroleum and ethanol (7:3, V/V) as eluate and UV detector (lambda = 300nm). The method is convenient, rapid and accurate. The accuracy was between 98.6%-101.6%, and the average deviation was 1.01%.