Iron-Catalyzed Intermolecular [2π+2π] Cycloaddition

被引：130

作者：

Russell, Sarah K. ^{[1
]}

Lobkovsky, Emil ^{[2
]}

Chirik, Paul J. ^{[1
]}

机构：

[1] Princeton Univ, Dept Chem, Princeton, NJ 08544 USA

[2] Cornell Univ, Baker Lab, Dept Chem & Chem Biol, Ithaca, NY 14853 USA

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2011年 / 133卷 / 23期

基金：

美国国家科学基金会;

关键词：

COMPLEXES; BUTADIENE; ETHYLENE; 1,4-HYDROVINYLATION; CODIMERIZATION; 1,3-DIENES; CYCLODIMERIZATION; HYDROVINYLATION; DINITROGEN; MECHANISM;

D O I：

10.1021/ja202992p

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The bis(imino)pyridine iron dinitrogen compounds, ((PDI)-P-iPr)Fe(N-2)(2) and [((PDI)-P-Me)Fe(N-2)](2)(mu(2)-N-2) ((PDI)-P-R = 2,6-(2,6-R-2-C6H3N=CMe)(2)C6H3N; R = Pr-i, Me), promote the catalytic intermolecular [2 pi + 2 pi] cycloaddition of ethylene and butadiene to form vinylcyclobutane. Stoichiometric experiments resulted in isolation of a catalytically competent iron metallocycle intermediate, which was shown to undergo diene-induced C-C reductive elimination. Deuterium labeling experiments establish competitive cyclometalation of the bis(imino)pyridine aryl substituents during catalytic turnover.

引用

页码：8858 / 8861

页数：4

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