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Intermolecular Coupling of Alkynes with Acrylates by Recyclable Oxide‐Supported Ruthenium Catalysts: Formation of Distorted Ruthenium(IV)‐oxo Species on Ceria as a Key Precursor of Active Species
Author(s) -
Miura Hiroki,
Shimura Shun,
Hosokawa Saburo,
Yamazoe Seiji,
Wada Kenji,
Inoue Masashi
Publication year - 2011
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.201100415
Subject(s) - ruthenium , chemistry , catalysis , ruthenium oxide , sodium formate , photochemistry , x ray absorption fine structure , coupling reaction , inorganic chemistry , organic chemistry , quantum mechanics , spectroscopy , physics
A solid ceria‐supported ruthenium catalyst (Ru/CeO 2 ) as well as a zirconia‐supported ruthenium catalyst (Ru/ZrO 2 ) showed high activities toward the intermolecular coupling of alkynes with acrylates to give the corresponding 1,3‐dienes in high yields. The reaction proceeded in the presence of sodium formate and both internal or terminal alkynes and norbornene could be applied for the catalytic systems. The solid ruthenium catalyst could be recycled for several times without significant loss of activity. The FT‐IR and X‐ray absorption fine structure (XAFS) studies of ceria‐supported ruthenium catalysts showed that a distorted ruthenium(IV)‐oxo species on ceria was transformed during the initial stage of the reaction into a low‐valent ruthenium species that was effective for the coupling reactions.