ENANTIOMERIC SEPARATION OF RACEMIC HYDROPEROXIDES AND RELATED ALCOHOLS

被引:20
作者
KUNATH, A [1 ]
HOFT, E [1 ]
HAMANN, HJ [1 ]
WAGNER, J [1 ]
机构
[1] HUMBOLDT UNIV,INST BIOORGAN CHEM,O-1040 BERLIN,GERMANY
来源
JOURNAL OF CHROMATOGRAPHY | 1991年 / 588卷 / 1-2期
关键词
D O I
10.1016/0021-9673(91)85046-I
中图分类号
O65 [分析化学];
学科分类号
070302 ; 081704 ;
摘要
Racemic hydroperoxides and alcohols were chromatographed on a chiral stationary phase consisting of cellulose tris(3,5-dimethylphenyl coated on macroporous silica using hexane-2-propanol mobile phases. It was found that the retention (k') and the stereoselectivity (alpha) of secondary and tertiary chiral hydroperoxides and related alcohols are influenced by both the ambient temperature and water saturation of the mobile phase. The results indicate that water saturation of the mobile phase leads to decreased k' values and increased alpha. Increasing the temperature causes a clear decrease in k' but only a slightly decrease in alpha.
引用
收藏
页码:352 / 355
页数:4
相关论文
共 11 条
[1]   STABLE, ENANTIOMERICALLY PURE HYDROPEROXIDES DERIVED FROM SUGARS [J].
CHMIELEWSKI, M ;
JURCZAK, J ;
MACIEJEWSKI, S .
CARBOHYDRATE RESEARCH, 1987, 165 (01) :111-115
[2]   THE RESOLUTION OF RACEMIC HYDROPEROXIDES - THE PREPARATION OF OPTICALLY PURE HYDROPEROXIDE NATURAL-PRODUCTS [J].
DUSSAULT, P ;
PORTER, NA .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1988, 110 (18) :6276-6277
[3]  
HAGEL E, 1988, METHODEN ORGANISCH E, V13, P144
[4]   Autoxidation of hydrocarbons - A tetra-hydro-naphthaline-peroxide received through autoxidation (I Announcement) [J].
Hock, H ;
Susemihl, W .
BERICHTE DER DEUTSCHEN CHEMISCHEN GESELLSCHAFT, 1933, 66 :61-68
[5]  
HOCK H, 1942, CHEM BER, V75, P713
[6]  
HOCK H, 1943, CHEM BER, V76, P169
[7]   LIQUID-CHROMATOGRAPHY ON TRIACETYLCELLULOSE .7. HIGH-PRESSURE LIQUID-CHROMATOGRAPHY ON TRIACETYLCELLULOSE - CHARACTERIZATION OF A SORBENT FOR THE SEPARATION OF ENANTIOMERS [J].
KOLLER, H ;
RIMBOCK, KH ;
MANNSCHRECK, A .
JOURNAL OF CHROMATOGRAPHY, 1983, 282 (DEC) :89-94
[8]   CHROMATOGRAPHIC RESOLUTION .11. CONTROLLED CHIRAL RECOGNITION OF CELLULOSE TRIPHENYLCARBAMATE DERIVATIVES SUPPORTED ON SILICA-GEL [J].
OKAMOTO, Y ;
KAWASHIMA, M ;
HATADA, K .
JOURNAL OF CHROMATOGRAPHY, 1986, 363 (02) :173-186
[9]   CHROMATOGRAPHIC OPTICAL RESOLUTION ON POLYSACCHARIDES AND THEIR DERIVATIVES [J].
SHIBATA, T ;
OKAMOTO, I ;
ISHII, K .
JOURNAL OF LIQUID CHROMATOGRAPHY, 1986, 9 (2-3) :313-340
[10]   ASYMMETRIC OXIDATION OF SULFIDES WITH OPTICALLY-ACTIVE HYDROPEROXIDES PREPARED BY SINGLET OXYGENATION OF THIAZOLIDINE DERIVATIVES [J].
TAKATA, T ;
ANDO, W .
BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1986, 59 (04) :1275-1276