Silica-Supported Cationic Gold(I) Complexes as Heterogeneous Catalysts for Regio- and Enantioselective Lactonization Reactions

An efficient method for the synthesis of heterogeneous gold catalysts has been developed. These catalysts were easily assembled from readily available silica materials and gold complexes. The heterogeneous catalysts exhibited superior reactivity in various reactions where protodeauration is the rate...

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Bibliographic Details
Published in:Journal of the American Chemical Society 2015-06, Vol.137 (22), p.7083-7086
Main Authors: Shu, Xing-Zhong, Nguyen, Son C, He, Ying, Oba, Fadekemi, Zhang, Qiao, Canlas, Christian, Somorjai, Gabor A, Alivisatos, A. Paul, Toste, F. Dean
Format: Article
Language:English
Subjects:
Catalysis
Cations
Gold - chemistry
INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY
Lactones - chemistry
Microscopy, Electron, Transmission
Silicon Dioxide - chemistry
Stereoisomerism
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Summary:An efficient method for the synthesis of heterogeneous gold catalysts has been developed. These catalysts were easily assembled from readily available silica materials and gold complexes. The heterogeneous catalysts exhibited superior reactivity in various reactions where protodeauration is the rate-limiting step. Dramatic enhancement in regio- and enantioselectivity was observed when compared to the homogeneous unsupported gold catalyst. The catalysts are easily recovered and recycled up to 11 times without loss of enantioselectivity.
ISSN:0002-7863
1520-5126
DOI:10.1021/jacs.5b04294