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.
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页码:4432 / 4441
页数:10
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