Stable N-heterocyclic carbene (NHC)-palladium(0) complexes as active catalysts for olefin cyclopropanation reactions with ethyl diazoacetate

The Pd(0) complexes NHCPdLn (NHC = N-heterocyclic carbene ligand; L = styrene for n = 2 or PR3 for n = 1) efficiently catalyze the olefin cyclopropanation using ethyl diazoacetate (EDA) as the carbene source with activities that improve any other previous described catalytic system based on this met...

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Bibliographic Details
Authors: Martín, Carmen, Molina González, Francisco, Álvarez, Eleuterio, Rodríguez Belderraín, Tomás
Format: article
Publication Date:2011
Country:España
Institution:Universidad de Huelva (UHU)
Repository:Arias Montano. Repositorio Institucional de la Universidad de Huelva
Language:English
OAI Identifier:oai:ariasmontano.uhu.es:10272/11567
Online Access:http://hdl.handle.net/10272/11567
Access Level:Open access
Keyword:Diazoester
Cyclopropanation
Homogeneous catalysis
Palladium
Description
Summary:The Pd(0) complexes NHCPdLn (NHC = N-heterocyclic carbene ligand; L = styrene for n = 2 or PR3 for n = 1) efficiently catalyze the olefin cyclopropanation using ethyl diazoacetate (EDA) as the carbene source with activities that improve any other previous described catalytic system based on this metal. Mechanistic studies have shown that all those catalyst precursors deliver in solution the same catalytic species (IPr)Pd(sty), a 14e, unsaturated intermediate that further reacts with EDA to afford (IPr)Pd(=CHCO2Et)(sty), from which cyclopropane is formed.