固载交叉复分解反应及未固定烯烃的同二聚作用

Solid-supported cross metathesis and the role of the homodimerization of the non-immobilized olefin.

作者信息

Poeylaut-Palena Andrés A, Testero Sebastian A, Mata Ernesto G

机构信息

Instituto de Química Rosario, Facultad de Ciencias Bioquímicas y Farmacéuticas, Universidad Nacional de Rosario-CONICET, Suipacha 531, S2002LRK Rosario, Argentina.

出版信息

J Org Chem. 2008 Mar 7;73(5):2024-7. doi: 10.1021/jo7025433. Epub 2008 Feb 8.

DOI:10.1021/jo7025433

PMID:18257586

Abstract

We have prepared immobilized olefins as models for the cross metathesis using different olefin partners in the presence of second generation Grubbs and Hoveyda-Grubbs precatalysts. We have demonstrated that solid-phase cross metathesis is strongly dependent on the degree of homodimerization of the non-immobilized olefin and the reactivity of such a homodimer. As in the homogeneous phase, the Hoveyda-Grubbs precatalyst was better for immobilized alpha,beta-unsaturated carbonyl compounds.

摘要

我们制备了固定化烯烃作为交叉复分解反应的模型，在第二代格拉布催化剂和霍维达-格拉布预催化剂存在下使用不同的烯烃伙伴。我们已经证明，固相交叉复分解反应强烈依赖于未固定化烯烃的均二聚化程度以及这种均二聚体的反应活性。与均相反应一样，霍维达-格拉布预催化剂对固定化的α,β-不饱和羰基化合物效果更好。