Issue 7, 2005

Active Ru catalysts in carbene chemistry: A kinetic study of carbene formation and an evaluation of selective cyclopropanation

Abstract

p-Cymene–Ru catalysts containing bidentate N,O-Schiff base ligands, known as active catalysts in various reactions, are studied in relation to the cyclopropanation of olefins with ethyl diazoacetate. The study is divided into two parts. (1) The decomposition of ethyl diazoacetate is followed by FT-IR and elementary kinetic parameters calculated. (2) The selectivity and diastereoselectivity of cyclopropanation is then determined by GC analysis. The catalysts and ligands are fully characterized by FT-Raman and NMR spectroscopy. Furthermore, catalyst stabilities are checked by means of TGA measurements. It is found especially that the electronic properties of the ligands determine catalyst performance.

Graphical abstract: Active Ru catalysts in carbene chemistry: A kinetic study of carbene formation and an evaluation of selective cyclopropanation

Article information

Article type
Paper
Submitted
18 Oct 2004
Accepted
14 Apr 2005
First published
09 Jun 2005

New J. Chem., 2005,29, 942-947

Active Ru catalysts in carbene chemistry: A kinetic study of carbene formation and an evaluation of selective cyclopropanation

J. Van Craenenbroeck, K. Van Isterdael, C. Vercaemst and F. Verpoort, New J. Chem., 2005, 29, 942 DOI: 10.1039/B416020G

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