Alkoxydiaminophosphine Ligands as Surrogates of NHCs in Copper Catalysis |
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Authors: | Juan Diego Pizarro Francisco Molina Dr. Manuel R. Fructos Prof. Dr. Pedro J. Pérez |
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Affiliation: | Laboratorio de Catálisis Homogénea, Unidad Asociada al CSIC CIQSO-Centro de, Investigación en Química Sostenible and Departamento de Química, Universidad de Huelva, 21007 Huelva, Spain |
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Abstract: | A family of phosphine ligands containing a five-membered ring similar to the popular N-heterocyclic carbene ligands and an alkoxy third substituent has been developed. These alkoxydiaminophosphine ligands (ADAP) can be generated in one pot and reacted with a copper(I) source leading to the high yield isolation of complexes [(ADAP)CuX]2 (X=Cl, Br). The dinuclear nature of these compounds has been established by means of X-ray studies and DOSY experiments. A screening of the catalytic properties of these complexes toward carbene-transfer reactions from diazocompounds to C−H bonds (alkane, arene), olefins or N−H bonds, as well as in CuAAC or nitrene transfer reactions have shown a performance at least similar, if not better, than their (NHC)CuCl analogues, opening a new window in copper catalysis with these readily tunable ADAP ligands. |
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Keywords: | alkoxydiaminophosphine ligands carbene and nitrene transfer C−H activation copper phosphine complexes CuAAC |
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