Synthesis, chiroptical and redox properties of axially chiral binaphthol-based oligomers

被引：51

作者：

Chow, HF

Ng, MK

机构：

[1] Department of Chemistry, Chinese Univesity of Hong Kong, Shatin, NT

来源：

TETRAHEDRON-ASYMMETRY | 1996年 / 7卷 / 08期

关键词：

D O I：

10.1016/0957-4166(96)00280-7

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

Linearly-aligned, axially chiral, enantiomerically pure binaphthyl-based oligomers 1-3 were synthesized from enantiomerically pure monomer 3 by an oxidative Hay coupling procedure. The higher oligomers exhibited moderate optical rotation enhancement as compared to the lower analogues, but this effect quickly reached a plateau with the tetramer. Cyclic voltammetry studies of these oligomers showed that there was little electronic interactions between the naphthol units. Copyright (C) 1996 Elsevier Science Ltd

引用

收藏

页码：2251 / 2262

页数：12

相关论文

共 28 条

[1] OLIGOSACCHARIDE ANALOGS OF POLYSACCHARIDES .4. SYNTHESIS OF A MONOSACCHARIDE-DERIVED OCTAMER [J].

ALZEER, J ;

VASELLA, A .

HELVETICA CHIMICA ACTA, 1995, 78 (05) :1219-1237

[2] A NEW FAMILY OF CHIRAL BINAPHTHYL-DERIVED CYCLOPHANE RECEPTORS - COMPLEXATION OF PYRANOSIDES [J].

ANDERSON, S ;

NEIDLEIN, U ;

GRAMLICH, V ;

DIEDERICH, F .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1995, 34 (15) :1596-1600

[3]

[Anonymous], 1991, Conjugated Polymers: The Novel Science and Technology of Highly Conducting and Nonlinear Optically Active Material

[4]

BAUMGARTEN M, 1994, TOP CURR CHEM, V169, P1

[5] OLIGO(9,10-ANTHRYLENES), ORGANIC-COMPOUNDS WITH STABLE HIGH-SPIN STATES [J].

BAUMGARTEN, M ;

MULLER, U ;

BOHNEN, A ;

MULLEN, K .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1992, 31 (04) :448-451

[6] SYNTHESIS OF A CHIRAL NONRACEMIC SEGMENTED SCREWLIKE OLIGOMER - AN UNUSUAL FORM OF MOLECULAR CHIRALITY [J].

BEDWORTH, PV ;

TOUR, JM .

MACROMOLECULES, 1994, 27 (02) :622-624

[7]

Chapoy L.L., 1985, RECENT ADV LIQUID CR

[8]

CIARDELLI F, 1974, MCROMOLECULES, V2, P174

[9] MACROMOLECULAR STEREOCHEMISTRY - A COOPERATIVE DEUTERIUM-ISOTOPE EFFECT LEADING TO A LARGE OPTICAL-ROTATION [J].

GREEN, MM ;

ANDREOLA, C ;

MUNOZ, B ;

REIDY, MP ;

ZERO, K .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1988, 110 (12) :4063-4065

[10] MACROMOLECULAR STEREOCHEMISTRY - THE OUT-OF-PROPORTION INFLUENCE OF OPTICALLY-ACTIVE CO-MONOMERS ON THE CONFORMATIONAL CHARACTERISTICS OF POLYISOCYANATES - THE SERGEANTS AND SOLDIERS EXPERIMENT [J].

GREEN, MM ;

REIDY, MP ;

JOHNSON, RJ ;

DARLING, G ;

OLEARY, DJ ;

WILLSON, G .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1989, 111 (16) :6452-6454