The first asymmetric synthesis of chiral ruthenium tris(bipyridine) from racemic ruthenium bis(bipyridine) complexes

被引:24
作者
Hesek, D
Inoue, Y
Ishida, H
Everitt, SRL
Drew, MGB
机构
[1] JST, ERATO, Inoue Photochirogenesis Project, Osaka 5600085, Japan
[2] Univ Reading, Dept Chem, Reading RG6 6AD, Berks, England
关键词
asymmetric synthesis; chirality; sulfoxides; ruthenium;
D O I
10.1016/S0040-4039(00)00230-6
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The first 'one-pot' asymmetric synthesis of ruthenium tris(bipyridine) derivatives starting from corresponding racemic ruthenium bis(bipyridine) complexes is described. This is achieved through the stereocontrolled formation of reactive intermediates derived from (R)-(+)- or (S)-(-)-methyl p-tolyl sulfoxide, which can be easily converted to the products with a retention of configuration at the metal center. (C) 2000 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:2617 / 2620
页数:4
相关论文
共 12 条
[1]   Enantioselectivities in electron-transfer and excited state quenching reactions of a chiral ruthenium complex possessing a helical structure [J].
Hamada, T ;
Brunschwig, BS ;
Eifuku, K ;
Fujita, E ;
Körner, M ;
Sakaki, S ;
van Eldik, R ;
Wishart, JF .
JOURNAL OF PHYSICAL CHEMISTRY A, 1999, 103 (29) :5645-5654
[2]   Preparation and structural elucidation of novel cis ruthenium(II) bis(bipyridine) sulfoxide complexes [J].
Hesek, D ;
Inoue, Y ;
Everitt, SRL ;
Ishida, H ;
Kunieda, M ;
Drew, MGB .
JOURNAL OF THE CHEMICAL SOCIETY-DALTON TRANSACTIONS, 1999, (21) :3701-3709
[3]   High yield preparation of a novel tetrakis[ruthenium tris(bipyridine)]calix[6]arene derivative with good diastereomeric purity [J].
Hesek, D ;
Inoue, Y ;
Everitt, SRL ;
Kunieda, M ;
Ishida, H ;
Drew, MGB .
TETRAHEDRON-ASYMMETRY, 1998, 9 (22) :4089-4097
[4]   Diastereoselective preparation and characterization of ruthenium bis(bipyridine) sulfoxide complexes [J].
Hesek, D ;
Inoue, Y ;
Everitt, SRL ;
Ishida, H ;
Kunieda, M ;
Drew, MGB .
INORGANIC CHEMISTRY, 2000, 39 (02) :317-324
[5]   RU(II) POLYPYRIDINE COMPLEXES - PHOTOPHYSICS, PHOTOCHEMISTRY, ELECTROCHEMISTRY, AND CHEMI-LUMINESCENCE [J].
JURIS, A ;
BALZANI, V ;
BARIGELLETTI, F ;
CAMPAGNA, S ;
BELSER, P ;
VONZELEWSKY, A .
COORDINATION CHEMISTRY REVIEWS, 1988, 84 :85-277
[7]  
Knof U, 1999, ANGEW CHEM INT EDIT, V38, P302, DOI 10.1002/(SICI)1521-3773(19990201)38:3<302::AID-ANIE302>3.0.CO
[8]  
2-G
[9]   Octahedral complexes with predetermined helical chirality: Xylene-bridged bis([4,5]-pineno-2,2'-bipyridine) ligands (chiragen[o-, m-, p-xyl]) with ruthenium(II) [J].
Murner, H ;
vonZelewsky, A ;
StoeckliEvans, H .
INORGANIC CHEMISTRY, 1996, 35 (13) :3931-3935
[10]   CHIRAL [RU(PP)(2)(CO)(2)](2+) SPECIES (PP=BIDENTATE POLYPYRIDYL LIGAND) AND THEIR USE IN THE STEREOSELECTIVE SYNTHESIS OF LIGAND-BRIDGED DINUCLEAR COMPLEXES [J].
RUTHERFORD, TJ ;
QUAGLIOTTO, MG ;
KEENE, FR .
INORGANIC CHEMISTRY, 1995, 34 (15) :3857-3858