Nitrogen Acyclic Gold(I) Carbenes: Excellent and Easily Accessible Catalysts in Reactions of 1,6-Enynes

Complexes [AuCl{C(NHR)(NHR′)}] and [AuCl{C(NHR)(NEt2)}] (R = t Bu, p-Tol, Xylyl, p-C6H4COOH, p-C6H4COOEt, R′ = Me, n Bu, i Pr, n heptyl, p-Tol) have been prepared by reaction of the corresponding isocyanogold complexes [AuCl(CNR)] with either primary amines or diethylamine. All the prepared carbenes...

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Published inOrganometallics Vol. 29; no. 4; pp. 951 - 956
Main Authors Bartolomé, Camino, Ramiro, Zoraida, García-Cuadrado, Domingo, Pérez-Galán, Patricia, Raducan, Mihai, Bour, Christophe, Echavarren, Antonio M, Espinet, Pablo
Format Journal Article
LanguageEnglish
Published American Chemical Society 22.02.2010
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Summary:Complexes [AuCl{C(NHR)(NHR′)}] and [AuCl{C(NHR)(NEt2)}] (R = t Bu, p-Tol, Xylyl, p-C6H4COOH, p-C6H4COOEt, R′ = Me, n Bu, i Pr, n heptyl, p-Tol) have been prepared by reaction of the corresponding isocyanogold complexes [AuCl(CNR)] with either primary amines or diethylamine. All the prepared carbenes are reactive and highly selective catalysts for skeletal rearrangement, methoxycyclization of 1,6-enynes, and other mechanistically related gold-catalyzed transformations. Overall, these easily accessible nitrogen acyclic carbene (NAC) gold complexes were not second to NHC complexes and were advantageous to obtain different products.
ISSN:0276-7333
1520-6041
DOI:10.1021/om901026m