Article ID | Journal | Published Year | Pages | File Type |
---|---|---|---|---|
1326649 | Journal of Organometallic Chemistry | 2011 | 5 Pages |
Gold(I) alkynyl complexes are shown to efficiently couple with aryl iodides under mild conditions in the presence of both Pd(II) and Cu(I) co-catalysts. The reaction is not gold catalysed, but rather the Au(I) centre serves to transfer the alkynyl moiety to Cu(I), which then enters the conventional Sonogashira cycles. Using this method, a small range of 1,4-disubstituted diynes, including examples of differentially substituted compounds ArCCCCAr′, have been prepared directly from [(Ph3P)AuCCCCAu(PPh3)] and aryl iodides ArI.
Graphical abstractGold(I) alkynyl and butadiyndiyl complexes smoothly cross couple with aryl iodides in the presence of PdCl2(PPh3)2 and CuI to afford a range of 1,2-diarylacetylenes and 1,4-diarylbuta-1,3-diynes.Figure optionsDownload full-size imageDownload as PowerPoint slideHighlights► Gold(I) alkynyl complexes easily couple with aryl iodides. ► [CuI] and [PdCl2(PPh3)2] are effective catalysts. ► The coupling reactions proceed at moderate temperatures, in ethereal solvents.