ENANTIOSELECTIVE COMPLEXATION OF ORGANIC AMMONIUM-IONS BY SIMPLE TETRACYCLIC PODAND IONOPHORES

被引:86
|
作者
WANG, XH [1 ]
ERICKSON, SD [1 ]
IIMORI, T [1 ]
STILL, WC [1 ]
机构
[1] COLUMBIA UNIV,DEPT CHEM,NEW YORK,NY 10027
关键词
D O I
10.1021/ja00037a014
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A series of enantiomerically pure, C2-symmetric tetracyclic podands are synthesized and studied. These host molecules have methyl substitution, which allows only a few low-energy conformations, and they form well-defined complexes with chiral ammonium salts. With derivatives of alpha-phenethylammonium hexafluorophosphate as guests, binding enantioselectivity ranges from approximately 0 to 60% ee. X-ray structures of several podand/chiral ammonium perchlorate complexes are described along with a conformational analysis of the podands and their complexes.
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页码:4128 / 4137
页数:10
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