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Recyclable Solid Ruthenium Catalysts Supported on Metal Oxides for the Addition of Carboxylic Acids to Terminal Alkynes
Author(s) -
Nishiumi Masami,
Miura Hiroki,
Wada Kenji,
Hosokawa Saburo,
Inoue Masashi
Publication year - 2010
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.201000431
Subject(s) - ruthenium , catalysis , chemistry , markovnikov's rule , metal , leaching (pedology) , organic chemistry , cubic zirconia , homogeneous catalysis , regioselectivity , ceramic , environmental science , soil science , soil water
Abstract Ceria‐supported ruthenium catalysts (Ru/CeO 2 ) were found to be quite effective for the addition of various carboxylic acids to terminal alkynes, which gave the corresponding enol esters in moderate to high yields. The major products of the reaction were E ‐isomers of anti‐Markovnikov adducts. Among the ceria‐supported ruthenium catalysts examined, those prepared using ruthenium precursors with chloride ligands showed high activities. The zirconia‐supported ruthenium catalyst (Ru/ZrO 2 ) showed activity comparable to that of the ceria‐supported catalyst. These catalysts were recyclable without a significant loss of activity, and the leaching of ruthenium species into the liquid phase was negligible after cooling the reaction mixture, which indicates marked superiority of the present solid oxide catalysts to conventional homogeneous catalysts.