Saturated abnormal NHC-gold(I) complexes: synthesis and catalytic activity

New saturated abnormal N-heterocyclic carbene complexes of gold(I) have been prepared by a 1,3-dipolar cycloaddition of an in situ generated azomethine ylide with an isocyanogold(I) choride. A series of different substituents on the nitrogen atom of the 1,3-dipole are tolerated without problem. Subs...

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Hauptverfasser: Manzano, Rubén (VerfasserIn) , Rominger, Frank (VerfasserIn) , Hashmi, A. Stephen K. (VerfasserIn)
Dokumenttyp: Article (Journal)
Sprache:Englisch
Veröffentlicht: March 19, 2013
In: Organometallics
Year: 2013, Jahrgang: 32, Heft: 7, Pages: 2199-2203
ISSN:1520-6041
DOI:10.1021/om4000659
Online-Zugang:Verlag, lizenzpflichtig, Volltext: https://doi.org/10.1021/om4000659
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Verfasserangaben:Rubén Manzano, Frank Rominger, A. and Stephen K. Hashmi
Beschreibung
Zusammenfassung:New saturated abnormal N-heterocyclic carbene complexes of gold(I) have been prepared by a 1,3-dipolar cycloaddition of an in situ generated azomethine ylide with an isocyanogold(I) choride. A series of different substituents on the nitrogen atom of the 1,3-dipole are tolerated without problem. Substitutents on a carbon atom of the 1,3-dipole are problematic in the case of the isocyanogold(I) chlorides; only low yields are obtained. However, the corresponding isocyanogold(I) iodide shows good reactivity, and these abnormal N-heterocyclic carbenes bear the substituent in a position α to the carbene carbon, as proven by a crystal structure analysis of one of the products. Some of the new saturated abnormal N-heterocyclic carbene complexes were then tested in the gold-catalyzed phenol synthesis; moderate turnover numbers of 252-380 could be reached.
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Beschreibung:Online Resource
ISSN:1520-6041
DOI:10.1021/om4000659