Cp*rhodium complexes with salicyloxazolines: Diastereoselective synthesis, configurational stability and use as asymmetric catalysts for a Diels-Alder reaction

被引：21

作者：

Davenport, Adam J. ^{[1
]}

Davies, David L. ^{[1
]}

Fawcett, John ^{[1
]}

Russell, David R. ^{[1
]}

机构：

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

来源：

JOURNAL OF ORGANOMETALLIC CHEMISTRY | 2006年 / 691卷 / 10期

关键词：

rhodium; chiral; oxazoline; asymmetric catalysis;

D O I：

10.1016/j.jorganchem.2005.10.053

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

Reaction of [RhCl2Cp*](2) (Cp* = eta-C5Me5) with salicyloxazolines in the presence of NaOMe gives complexes [RhCl(R-saloxaz)Cp*] (1-4) which have been fully characterised. The diastereoselectivity of complexation depends on the substituents and the absolute configuration at the metal centre is unstable in solution. Treatment of 2 with 4-methylpyridine and NaSbF6 in methanol at reflux gave [Rh(4-Mepy) {(S)-Pr-i-saloxaz} Cp*][SbF6](5) whilst [Rh(OH2)(Me-2-saloxaz)Cp*][SbF6](6) was prepared by reaction of 1 with AgSbF6. Three complexes. [RhCl(Me-2-saloxaz)Cp*] (1), [RhCl{(S)-Pr-i-saloxaz}Cp*] (2), and [Rh(OH2)(Me-2-saloxaz)Cp*][SbF6] (6) have been characterised bv X-ray crystallography. Some of the complexes, after treatment with AgSbF6, have been tested as enantioselective catalysts for the Diels-Alder reaction of methacrolein with cyclopentadiene. (c) 2005 Elsevier B.V. All rights reserved.

引用

页码：2221 / 2227

页数：7

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