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High-valent Organometallic Copper and Palladium in Catalysis

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Journal Nature
Specialty Science
Date 2012 Apr 14
PMID 22498623
Citations 84
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Abstract

Copper and palladium catalysts are critically important in numerous commercial chemical processes. Improvements in the activity, selectivity and scope of these catalysts could drastically reduce the environmental impact, and increase the sustainability, of chemical reactions. One rapidly developing strategy for achieving these goals is to use 'high-valent' organometallic copper and palladium intermediates in catalysis. Here we describe recent advances involving both the fundamental chemistry and the applications of these high-valent metal complexes in numerous synthetically useful catalytic transformations.

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References
1.
Bartholomew E, Bertz S, Cope S, Dorton D, Murphy M, Ogle C . Neutral organocopper(III) complexes. Chem Commun (Camb). 2008; (10):1176-7. DOI: 10.1039/b717290g. View

2.
Bertz S, Cope S, Dorton D, Murphy M, Ogle C . Organocuprate cross-coupling: the central role of the copper(III) intermediate and the importance of the copper(I) precursor. Angew Chem Int Ed Engl. 2007; 46(37):7082-5. DOI: 10.1002/anie.200703035. View

3.
Lin B, Clough C, Hillhouse G . Interactions of aziridines with nickel complexes: oxidative-addition and reductive-elimination reactions that break and make C-N bonds. J Am Chem Soc. 2002; 124(12):2890-1. DOI: 10.1021/ja017652n. View

4.
Wang W, Luo F, Zhang S, Cheng J . Copper(II)-catalyzed ortho-acyloxylation of the 2-arylpyridines sp(2) C-H bonds with anhydrides, using O(2) as terminal oxidant. J Org Chem. 2010; 75(7):2415-8. DOI: 10.1021/jo1000719. View

5.
Ball N, Gary J, Ye Y, Sanford M . Mechanistic and computational studies of oxidatively-induced aryl-CF3 bond-formation at Pd: rational design of room temperature aryl trifluoromethylation. J Am Chem Soc. 2011; 133(19):7577-84. PMC: 3096486. DOI: 10.1021/ja201726q. View