“Silver Effect” in Gold(I) Catalysis: An Overlooked Important Factor

Clear experimental evidence from X-ray photoelectron spectroscopy and 31P NMR spectroscopy has been obtained for the first time to confirm that the combination of Ag+ cation with [L-Au]+ results in the formation of different complexes in solution. Re-evaluation of literature-reported gold-catalyzed...

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Bibliographic Details
Published in:Journal of the American Chemical Society Vol. 134; no. 21; pp. 9012 - 9019
Main Authors: Wang, Dawei, Cai, Rong, Sharma, Sripadh, Jirak, James, Thummanapelli, Sravan K, Akhmedov, Novruz G, Zhang, Hui, Liu, Xingbo, Petersen, Jeffrey L, Shi, Xiaodong
Format: Journal Article
Language:English
Published: United States American Chemical Society 30-05-2012
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Summary:Clear experimental evidence from X-ray photoelectron spectroscopy and 31P NMR spectroscopy has been obtained for the first time to confirm that the combination of Ag+ cation with [L-Au]+ results in the formation of different complexes in solution. Re-evaluation of literature-reported gold-catalyzed reactions revealed a significant difference in the reactivities with and without silver. In extreme cases (more than “rare”), the conventional [L-Au]+ catalysts could not promote the reaction without the presence of silver. This investigation has therefore revealed a long-overlooked “silver effect” in gold catalysis and should lead to revision of the actual mechanism.
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ISSN:0002-7863
1520-5126
DOI:10.1021/ja303862z