Well-defined, air-stable (NHC)Pd(Allyl)Cl (NHC = N-heterocyclic carbene) catalysts for the arylation of ketones

Organic Letters

Volumn 4, Issue 23, 2002, Pages 4053-4055

  Viciu, Mihai S ^a   Germaneau, Romain F ^a   Nolan, Steven P ^a  

^a UNIVERSITY OF NEW ORLEANS   (United States)

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ARTICLE;

EID: 0013308257     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol026745m     Document Type: Article

References (35)

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28. The allyl ether could also be generated via halide replacement and reductive-elimination of the allyl alkoxy fragments on palladium. At this point, both routes are viewed as possible.
29. Such species have been fully characterized. See: Titcomb, L. R.; Caddick, S.; Cloke, F. G. N.; Wilson. D. J.; McKerrecher, D. Chem. Commun. 2001, 1388-1389.
30. A reviewer suggested that it may be possible that the Pd(aryl)(OtBu) complex forms but reacts with free ketone to form the enolate or enolate complex faster than it does C-O bond-forming reductive elimination. This possibility also exists, and we thank the reviewer for his alternative explanation.
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35. For Pd-phosphine complexes able to mediate this transformation with aryl chlorides, see: Ehrentraut, A.; Zapf, A.; Beller, M. Adv. Synth. Catal. 2002, 344, 209-217.