Functionalized mercaptoacetic and propionic acid amides: synthesis,cyclopalladation features,and catalytic activity of metal complexes |
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Authors: | S G Churusova D V Aleksanyan Z S Klemenkova Yu V Nelyubina O I Artyushin A A Vasil’ev V A Kozlov D V Sudarikov S A Rubtsova |
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Institution: | 1.A. N. Nesmeyanov Institute of Organoelement Compounds,Russian Academy of Sciences,Moscow,Russian Federation;2.N. D. Zelinsky Institute of Organic Chemistry,Russian Academy of Sciences,Moscow,Russian Federation;3.Institute of Chemistry,Komi Scientific Center of the Ural Branch of the Russian Academy of Sciences,Syktyvkar,Russian Federation |
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Abstract: | Upon treatment with thiophenol or neomenthyl mercaptane, chloroacetand propionamides with an additional Nor S-donor substituent in the amine part gave new multidentate ligands readily undergoing direct cyclopalladation in the reaction with PdCl2(NCPh)2. The realization of κ3-X, N, S-coordination (X = N, S) in the complexes obtained was confirmed by IR and NMR spectroscopy and, in some cases, by single-crystal X-ray crystallography. The evaluation of catalytic activity of the palladocycles in the Suzuki cross-coupling of aryl bromides with PhB(OH)2 allowed us to establish the principal structure—activity correlations. |
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