Issue 23, 2000
From the journal:

Journal of the Chemical Society, Dalton Transactions

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

Adam J. Davenport,a   David L. Davies,*a   John Fawcett,a   Shaun A. Garratta  and  David R. Russella  

* Corresponding authors

a Department of Chemistry, University of Leicester, Leicester, UK

Abstract

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(Me2-pymox)(mes)][SbF6] 1, [RuCl(Ph-pymox)(mes)][SbF6] 3, [RuCl(iPr-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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Article information

DOI
https://doi.org/10.1039/B006530G
Article type
Paper
Submitted
09 Aug 2000
Accepted
13 Oct 2000
First published
16 Nov 2000

J. Chem. Soc., Dalton Trans., 2000, 4432-4441

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

A. J. Davenport, D. L. Davies, J. Fawcett, S. A. Garratt and D. R. Russell, J. Chem. Soc., Dalton Trans., 2000, 4432 DOI: 10.1039/B006530G

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