Arene ruthenium complexes with pyridyloxazolines: synthesis and applications as asymmetric catalysts for Diels-Alder reactions

被引：75

作者：

Davenport, AJ ^{[1
]}

Davies, DL ^{[1
]}

Fawcett, J ^{[1
]}

Garratt, SA ^{[1
]}

Russell, DR ^{[1
]}

机构：

[1] Univ Leicester, Dept Chem, Leicester LE1 7RH, Leics, England

来源：

JOURNAL OF THE CHEMICAL SOCIETY-DALTON TRANSACTIONS | 2000年 / 23期

关键词：

D O I：

10.1039/b006530g

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

Reaction of the dimers [RuCl2(arene)](2) with pyridyloxazolines (pymox) gave complexes [RuCl(pymox)(arene)][SbF6] 1-12 which have been fully characterised. Using chiral ligands diastereomers are formed, the diastereoselectivity depending on the substituents on the arene and on the oxazoline. The complexes [RuCl(Me-2-pymox)(mes)][SbF6] 1, [RuCl(Ph-pymox)(mes)][SbF6] 3, [RuCl(Pr-i-pymox)(mes)][SbF6] 5 and [RuCl(indanyl-pymox)(mes)][SbF6] 12 (mes=mesitylene) have been characterised by X-ray crystallography. Treatment of these cations with AgSbF6 generates dications which in some cases can be isolated as aqua species [Ru(OH2)(pymox)(arene)](2+); these dications are enantioselective catalysts for Diels-Alder reactions of acroleins and dienes; a mechanism is proposed which accounts for the observed enantioselectivity.

引用

页码：4432 / 4441

页数：10

共 57 条

[1] (η6-arene)ruthenium(II) complexes containing enantiomerically pure (β-aminoalkyl)phosphines or a (β-aminoalkyl) phosphinite:: synthesis, stereochemical and kinetic studies
Arena, CG
Calamia, S
Faraone, F
Graiff, C
Tiripicchio, A
[J]. JOURNAL OF THE CHEMICAL SOCIETY-DALTON TRANSACTIONS, 2000, (18): : 3149 - 3157
[2] Intriguing coordination behaviors of aquo and amine ligands bound to the organoruthenium(II) cation [Ru(eta(6)-C6H6)(bpop)](2+) (bpop=2,2-bis[4(R)-phenyl-1,3-oxazolon-2-yl]propane)
Asano, H
Katayama, K
Kurosawa, H
[J]. INORGANIC CHEMISTRY, 1996, 35 (20) : 5760 - &
[3] Diastereoselectivity of chloride substitution reactions of cycloruthenated (R)(c)-(+)- and (S)(c)-(-)-dimethyl(1-phenylethyl)amine
Attar, S
Catalano, VJ
Nelson, JH
[J]. ORGANOMETALLICS, 1996, 15 (13) : 2932 - 2946
[4] METALLACYCLES WITH STEREOGENIC METAL CENTERS - SYNTHESIS AND CHARACTERIZATION OF DIASTEREOMERIC CYCLORUTHENATED CHIRAL AMINES
ATTAR, S
NELSON, JH
FISCHER, J
DECIAN, A
SUTTER, JP
PFEFFER, M
[J]. ORGANOMETALLICS, 1995, 14 (10) : 4559 - 4569
[5] Bennett M. A., 1974, INORG SYNTH, V21, P75
[6] SYNTHESIS OF OPTICALLY-ACTIVE BIS(2-OXAZOLINES) - CRYSTAL-STRUCTURE OF A 1,2-BIS(2-OXAZOLINYL)BENZENE.ZNCL2 COMPLEX
BOLM, C
WEICKHARDT, K
ZEHNDER, M
RANFF, T
[J]. CHEMISCHE BERICHTE, 1991, 124 (05) : 1173 - 1180
[7] Optically active transition metal complexes.: 126.: ortho-metalated chiral-at-metal half-sandwich (η6-arene)ruthenium complexes are configurationally more labile at the metal center than described:: Correction of published papers
Brunner, H
Zwack, T
[J]. ORGANOMETALLICS, 2000, 19 (13) : 2423 - 2426
[8] Brunner H, 1999, ANGEW CHEM INT EDIT, V38, P1195, DOI 10.1002/(SICI)1521-3773(19990503)38:9<1194::AID-ANIE1194>3.0.CO
[9] 2-X
[10] Optically active transition metal complexes.: Part 117:: Synthesis, crystal structure and properties of chiral (η6-arene)ruthenium complexes with N,O- and N,N-ligands
Brunner, H
Nuber, B
Prommesberger, M
[J]. TETRAHEDRON-ASYMMETRY, 1998, 9 (18) : 3223 - 3229

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