Preparation of homochiral phenolic crown ethers containing para-substituted phenol moiety and chiral subunits derived from (S)-1-phenylethane-1,2-diol: Their chiral recognition behaviour in complexation with neutral amines

被引：29

作者：

Naemura, K

Nishikawa, Y

Fuji, J

Hirose, K

Tobe, Y

机构：

[1] Department of Chemistry, Faculty of Engineering Science, Osaka University, Toyonaka

来源：

TETRAHEDRON-ASYMMETRY | 1997年 / 8卷 / 06期

关键词：

D O I：

10.1016/S0957-4166(97)00047-5

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

Crown ethers 1-6 containing two chiral subunits derived from (S)-1-phenylethane-1,2-diol and a phenol moiety bearing an intra-annular OH group and an additional para-substituent have been prepared in enantiomerically pure forms and their enantiomer recognition behaviour in complexation with neutral amines has been examined by the H-1 n.m.r. spectroscopic method. (C) 1997 Elsevier Science Ltd.

引用

页码：873 / 882

页数：10

共 9 条

[1] Preparation of optically active azophenolic crown ethers containing 1-phenylethane-1,2-diol and 2,4-dimethyl-3-oxapentane-1,5-diol as a chiral subunit: temperature-dependent enantiomer selectivity in the complexation with chiral amines
Ogasahara, K
Hirose, K
Tobe, Y
Naemura, K
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1997, (21): : 3227 - 3236
[2] Preparation and enantiomer recognition behaviour of azophenolic crown ethers containing cis-cyclohexane-1,2-diol as the chiral centre
Naemura, K.
Takeuchi, S.
Hirose, K.
Tobe, Y.
Journal of the Chemical Society.Dalton Transactions, 1995, 334 (07):
[3] PREPARATION AND ENANTIOMER RECOGNITION BEHAVIOR OF CROWN-ETHERS CONTAINING CIS-1-PHENYLCYCLOHEXANE-1,2-DIOL AND TRANS-1,2-DIPHENYLCYCLOHEXANE-1,2-DIOL AS A CHIRAL SUBUNIT
NAEMURA, K
MIYABE, H
SHINGAI, Y
TOBE, Y
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1993, (09): : 1073 - 1077
[4] Preparation of homochiral phenolic crown ether having chiral subunits derived from (1R,2S)-cis-1,2,3,4-tetrahydronaphthalene-1,2-diol: temperature-dependent enantioselectivity in complexations with neutral amines
Naemura, K
Wakebe, T
Hirose, K
Tobe, Y
TETRAHEDRON-ASYMMETRY, 1997, 8 (15) : 2585 - 2595
[5] CHIRAL CROWN ETHERS DERIVED FROM (+)-(1S, 2S)-TRANS-CYCLOHEXANE-1,2-DIOL
HAYWARD, RC
OVERTON, CH
WHITHAM, GH
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1976, (22): : 2413 - 2415
[6] Preparation of homochiral azophenolic crown ethers containing 1-phenyltethane-1,2-diol and 2,4-dimethyl-3-oxapentane-1,5-diol as a chiral subunit: Enantiomer recognition behaviour towards chiral 2-aminoethanol derivatives
Naemura, K
Ogasahara, K
Hirose, K
Tobe, Y
TETRAHEDRON-ASYMMETRY, 1997, 8 (01) : 19 - 22
[7] Preparation and enantiomer recognition behaviour of azophenolic crown ethers containing cis-1-phenylcyclohexane-1,2-diol as the chiral subunit and 2,4-dinitrophenylazophenol as the chromophore
Naemura, K
Ueno, K
Takeuchi, S
Hirose, K
Tobe, Y
Kaneda, T
Sakata, Y
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1996, (04): : 383 - 388
[8] PREPARATION OF HOMOCHIRAL CROWN-ETHER CONTAINING (S)-1-(1-ADAMANTYL)ETHANE-1,2-DIOL AS A CHIRAL SUBUNIT AND ITS ENANTIOSELECTIVE COMPLEXATION WITH AN ORGANIC AMMONIUM CATION
NAEMURA, K
MIZOOKU, T
KAMADA, K
HIROSE, K
TOBE, Y
SAWADA, M
TAKAI, Y
TETRAHEDRON-ASYMMETRY, 1994, 5 (08) : 1549 - 1558
[9] Preparation of homochiral phenolic crown ether having chiral subunits derived from (1R,2S)-cis-1,2,3,4-tetrahydronaphthalene-1,2$MI N@diol: temperature-dependent enantioselectivity in complexations with neutral amines
Tetrahedron Asymmetry, 15 (2585):

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