Large-Scale One-Pot Synthesis of N-Heterocyclic Carbene-Pd(allyl)Cl Complexes

Oscar Navarro; Steven P. Nolan

doi:10.1055/s-2005-918497

PSP

Large-Scale One-Pot Synthesis of N-Heterocyclic Carbene-Pd(allyl)Cl Complexes

Oscar Navarro, Steven P. Nolan*
Department of Chemistry, University of New Orleans, New Orleans, LA 70148, USA
Fax: +1(504)2806860; e-Mail: snolan@uno.edu;

Abstract

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Abstract

Improved one-pot syntheses of (IPr)Pd(allyl)Cl {IPr = [N,N′-bis(2,6-diisopropylphenyl)imidazol]-2-ylidene} and (SIPr)Pd(allyl)Cl {SIPr = [N,N′-bis(2,6-diisopropylphenyl)-4,5-dihydroimidazol]-2-ylidene} complexes are described. This simple method utilizes technical grade isopropanol and water as solvents, affording gram quantities of the cross-coupling pre-catalysts.

Key words

N-heterocyclic carbene - palladium - homogeneous catalysis

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References

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(IPr)Pd(allyl)Cl is commercially available from Strem Chemicals in small quantities (hundreds of mg) and from Umicore AG in larger quantities. For more references on uses of this pre-catalyst, see:

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<A NAME="RZ18205SS-16">16</A> IPr·HCl and SIPr·HCl are commercially available from Strem Chemicals