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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| Main Authors: | , , |
|---|---|
| Format: | Article (Journal) |
| Language: | English |
| Published: |
March 19, 2013
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| In: |
Organometallics
Year: 2013, Volume: 32, Issue: 7, Pages: 2199-2203 |
| ISSN: | 1520-6041 |
| DOI: | 10.1021/om4000659 |
| Online Access: | Verlag, lizenzpflichtig, Volltext: https://doi.org/10.1021/om4000659
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| Author Notes: | Rubén Manzano, Frank Rominger, A. and Stephen K. Hashmi |
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| 520 | |a 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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