A NEW CHIRAL CYCLOPHANE DERIVED FROM 1,1'-BINAPHTHOL AND BENZYLVIOLOGEN

被引:7
作者
DENG, NL [1 ]
MARWAHA, VR [1 ]
GARCIA, ME [1 ]
BENESI, A [1 ]
MALLOUK, TE [1 ]
机构
[1] PENN STATE UNIV,DEPT CHEM,UNIVERSITY PK,PA 16802
关键词
D O I
10.1016/0040-4039(95)01593-7
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A new chiral cyclophane, with a binding cavity defined by the 1,1'-binaphthyl ''minor groove'' and a strongly pi-accepting 4,4'-bipyridinium dication, has been synthesized. It self-associates in solution (K = (4.1 +/- 1.6) x 10(2) M(-1)), and forms charge-transfer complexes with strong pi-electron donors.
引用
收藏
页码:7599 / 7602
页数:4
相关论文
共 22 条
[1]  
Allenmark S., 1991, CHROMATOGRAPHIC ENAN, V2nd
[2]   A MOLECULAR SHUTTLE [J].
ANELLI, PL ;
SPENCER, N ;
STODDART, JF .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1991, 113 (13) :5131-5133
[3]   CHIRAL MOLECULAR RECOGNITION IN INTERCALATED ZIRCONIUM-PHOSPHATE [J].
CAO, G ;
GARCIA, ME ;
ALCALA, M ;
BURGESS, LF ;
MALLOUK, TE .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1992, 114 (19) :7574-7575
[4]   OPTICALLY-ACTIVE MONO AND BIS(1,1'-BINAPHTHYL)-CYCLOPHANES - LARGE DIFFERENCES IN THE COMPLEXATION OF NAPROXEN DERIVATIVES IN AQUEOUS-SOLUTION [J].
CASTRO, PP ;
DIEDERICH, F .
TETRAHEDRON LETTERS, 1991, 32 (44) :6277-6280
[5]   CHIRAL RECOGNITION IN CLEFTS AND CYCLOPHANE CAVITIES SHAPED BY THE 1,1'-BINAPHTHYL MAJOR GROOVE [J].
CASTRO, PP ;
GEORGIADIS, TM ;
DIEDERICH, F .
JOURNAL OF ORGANIC CHEMISTRY, 1989, 54 (25) :5835-5838
[6]   2,2',7,7'-TETRAHYDROXY-1,1'-BINAPHTHYL - A VERSATILE CHIRAL SPACER FOR NOVEL MONOTOPIC AND DITOPIC CYCLOPHANE HOSTS WITH APOLAR BINDING-SITES [J].
DIEDERICH, F ;
HESTER, MR ;
UYEKI, MA .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1988, 27 (12) :1705-1711
[7]   COMPLEXATION OF NEUTRAL MOLECULES BY CYCLOPHANE HOSTS [J].
DIEDERICH, F .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1988, 27 (03) :362-386
[8]  
Diederich F, 1991, CYCLOPHANES
[9]  
GARCIA ME, IN PRESS CHEM MATER
[10]   CYCLOBIS(PARAQUAT-PARA-PHENYLENE) - A NOVEL SYNTHETIC RECEPTOR FOR AMINO-ACIDS WITH ELECTRON-RICH AROMATIC MOIETIES [J].
GOODNOW, TT ;
REDDINGTON, MV ;
STODDART, JF ;
KAIFER, AE .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1991, 113 (11) :4335-4337