Mild and Robust Redox‐Neutral Pd/C‐Catalyzed Lignol β‐O‐4′ Bond Cleavage Through a Low‐Energy‐Barrier Pathway | Zendy

Galkin Maxim V. | Zendy; Dahlstrand Christian | Zendy; Samec Joseph S. M. | Zendy

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Mild and Robust Redox‐Neutral Pd/C‐Catalyzed Lignol β‐O‐4′ Bond Cleavage Through a Low‐Energy‐Barrier Pathway

Author(s) -

Galkin Maxim V.,

Dahlstrand Christian,

Samec Joseph S. M.

Publication year - 2015

Publication title -

chemsuschem

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 2.412

H-Index - 157

eISSN - 1864-564X

pISSN - 1864-5631

DOI - 10.1002/cssc.201500117

Subject(s) - hydrogenolysis , chemistry , catalysis , dehydrogenation , bond cleavage , photochemistry , redox , yield (engineering) , inorganic chemistry , organic chemistry , materials science , metallurgy

A Pd/C catalyzed redox neutral CO bond cleavage of 2‐aryloxy‐1‐arylethanols has been developed. The reactions are carried out at 80 °C, in air, using a green solvent system to yield the aryl ketones in near quantitative yields. Addition of catalytic amounts of a hydrogen source to the reaction mixture activates the catalyst to proceed through a low energy barrier pathway. Initial studies support a transfer hydrogenolysis reaction mechanism that proceeds through an initial dehydrogenation followed by an enol adsorption to Pd/C and a reductive CO bond cleavage.

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