Ruthenium-Diphosphine-Catalyzed Allylation of Phenols: A gem-Dialkyl-Type Effect Induces High Selectivity toward O-Allylation

JA van Rijn, MA Siegler, AL Spek, E Bouwman…

Index: Van Rijn, Jimmy A.; Lutz, Martin; Von Chrzanowski, Lars S.; Spek, Anthony L.; Bouwman, Elisabeth; Drent, Eite Advanced Synthesis and Catalysis, 2009 , vol. 351, # 10 p. 1637 - 1647

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Citation Number: 25

Abstract

The use of stable chelating bidentate phosphine ligands in [RuCp (PP)]+ allylation catalysts effectively blocks the C-allylation of phenols; the resulting catalysts selectively form allyl phenyl ethers. The results provide an interesting example in which the application of the geminal dialkyl substitution in the bridge of a bidentate ligand serves as a diagnostic tool to probe the nature of the selectivity-determining step in a catalytic pathway in homogeneous ...