The Journal of Organic Chemistry · 2000 · 174 citations · 19 references
Natural SciencesChemistryMaterials ScienceCatalysisOrganic ChemistrySurface ScienceCatalyst PreparationCatalytic MaterialsCross-coupling ReactionsMetal CatalysisCross-coupling CatalysisPalladium CatalystsPalladium-catalyzed Cross-couplingSilane CouplingSilane FunctionalizationSilylation ReactionsX-ray Diffraction AnalysisX-ray Diffraction Detection
Palladium-catalyzed cross-coupling of aryl- or alkenylsilanols, silanediols, and silanetriols with a variety of iodoarenes by the catalysis of palladium(0) and in the presence of silver(I) oxide furnished the coupling products in good to excellent yields. The reactions of silanediols or silanetriols under similar conditions proceeded much faster than those of silanols to afford the corresponding coupling products in excellent yields within shorter reaction periods (5-12 h). The measurement of the X-ray diffraction (XRD) pattern of the silver residue after the reaction revealed that silver(I) oxide was converted to silver(I) iodide.
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Ei‐ichi Negishi, Tamotsu Takahashi, Shigeru Baba et al. · Journal of the American Chemical Society · 1987 · 298 citations