PLANAR CHIRAL SYSTEMS .1. OPTICAL RESOLUTION OF [2.2]PARACYCLOPHANES BY HIGH-PERFORMANCE LIQUID-CHROMATOGRAPHY ON TRIS(3,5-DIMETHYLPHENYLCARBAMATES) OF CELLULOSE AND AMYLOSE

被引:51
作者
HOPF, H [1 ]
GRAHN, W [1 ]
BARRETT, DG [1 ]
GERDES, A [1 ]
HILMER, J [1 ]
HUCKER, J [1 ]
OKAMOTO, Y [1 ]
KAIDA, Y [1 ]
机构
[1] OSAKA UNIV,FAC ENGN SCI,DEPT CHEM,TOYONAKA,OSAKA 560,JAPAN
关键词
Resolution; optical / Stationary phase; Chiral / Anylose carbamates / Celluslose carbamates / [3.2]Paracyclophanes; functionalized;
D O I
10.1002/cber.19901230432
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Optical resolution of 22 [2,2]paracyclophane derivatives was examined by high‐performance liquid chromatography (HPLC) using tris(3,5‐dimethylphenylcarbamates) of cellulose and amylose as chiral stationary phases. Most compounds were completely separated into enantiomers at least on one of the stationary phases. The preparation of hte new cyclophane derivatives 10, 11, 12, 14, 16, and 19 as wel as a new procedure for the synthesis of 4‐fluoro‐[2,2]paracyclophane (3) are described. Copyright © 1990 WILEY‐VCH Verlag GmbH & Co. KGaA, Weinheim
引用
收藏
页码:841 / 845
页数:5
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