CAJ | 학술논문

采用Chirex (S)-LEU & (S)-NEA、Chiralcel OD-H和Chiralpak AD-H手性色谱柱直接拆分了2′-羟基-1,1′-联萘-2-苯甲酸酯(HBNB)、1,1′-联萘-2,2′-二苯甲酸酯(BNDB)和2′-甲氧基-1,1′-联萘-2-苯甲酸酯(MBNB)对映体.分别考察了流动相组成、柱温和化合物结构对手性分离的影响.结果表明:3对联萘二酚苯甲酸酯对映体在Chiralpak AD-H柱上的拆分效果最好.当采用正己烷/异丙醇(40/60,v/v)为流动相时,HBNB、BNDB和MBNB对映体的分离因子(α)和分离度(R_s)分别为1.76、1.74、1.40和6.47、7.81、4.75.对比联萘二酚(BN)的分离,从联萘分子中 2-位取代基、对映体出峰顺序和热力学参数等方面探讨了相关手性分离机理.
채용Chirex (S)-LEU & (S)-NEA、Chiralcel OD-H화Chiralpak AD-H수성색보주직접탁분료2′-간기-1,1′-련내-2-분갑산지(HBNB)、1,1′-련내-2,2′-이분갑산지(BNDB)화2′-갑양기-1,1′-련내-2-분갑산지(MBNB)대영체.분별고찰료류동상조성、주온화화합물결구대수성분리적영향.결과표명:3대련내이분분갑산지대영체재Chiralpak AD-H주상적탁분효과최호.당채용정기완/이병순(40/60,v/v)위류동상시,HBNB、BNDB화MBNB대영체적분리인자(α)화분리도(R_s)분별위1.76、1.74、1.40화6.47、7.81、4.75.대비련내이분(BN)적분리,종련내분자중 2-위취대기、대영체출봉순서화열역학삼수등방면탐토료상관수성분리궤리.
The enantioseparations of 2′-hydroxy-1,1′-binaphthyl-2-yl benzoate (HBNB),1,1′-binaphthyl-2,2′-diyl dibenzoate (BNDB) and 2′-methoxy-1,1′-binaphthyl-2-yl benzoate (MBNB) were studied on Chirex (S)-LEU & (S)-NEA,cellulose tris(3,5-dimethylphenylcarbamate) (Chiralcel OD-H) and amylose tris(3,5-dimethylphenyl- carbamate) (Chiralpak AD-H) columns,respectively,using high performance liquid chromatography.The effects of mobile phase,column temperature and compound structures on the enantioseparations were discussed.The Chiralpak AD-H exhibited stronger capability of enantioseparation in comparison with those of Chirex (S)-LEU & (S)-NEA and Chiralcel OD-H for 1,1′-bi-2-naphthol benzoates.When using the mobile phase of n-hexane/2-propanol (40/60,v/v),the chiral selectivities of HBNB,BNDB and MBNB were 1.76,1.74,and 1.40,respectively.Moreover,in comparison with that of 1,1′-bi-2-naphthol (BN),the mechanisms of the enantioseparation of 1,1′-bi-2-naphthol benzoates,related to the substituted groups at 2-position,the elution orders and thermodynamic parameters were also discussed.