Synthesis and separation of the atropisomers of 2-(5-benzo[b]fluorenyl)-2′-hydroxy-1,1′-binaphthyl and related compounds

被引：6

作者：

Yang, Hua ^{[1
]}

Petersen, Jeffrey L. ^{[1
]}

Wang, Kung K. ^{[1
]}

机构：

[1] W Virginia Univ, C Eugene Bennett Dept Chem, Morgantown, WV 26506 USA

来源：

TETRAHEDRON | 2006年 / 62卷 / 34期

基金：

美国国家科学基金会;

关键词：

2-(5-benzo[b]fluorenyl)-2 '-hydroxy-1,1 '-binaphthyls; atropisomers; benzannulated enyne-allenes; cascade biradical cyclization;

D O I：

10.1016/j.tet.2006.06.004

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Several syn and anti atropisomers of 2-(5-benzo[b]fluorenyl)-2'-hydroxy-1,1'-binaphthyl and related compounds were synthesized from 1,1'-binaphthyl-2,2'-diol (BINOL). It was possible to separate the syn and anti atropisomers by silica gel column chromatography. The syn atropisomers are potential hetero-bidentate ligands for complex formation with metals. By starting from enantiomerically pure (R)-(+)-BINOL and (S)-(-)-BINOL, four optically active syn atropisomers and two anti atropisomers with high enantiomeric purity were obtained. The structures of two syn atropisomers and one anti atropisomer were established by X-ray structure analyses. (c) 2006 Elsevier Ltd. All rights reserved.

引用

页码：8133 / 8141

页数：9

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