Palladium‐Catalyzed Reductive Insertion of Alcohols into Aryl Ether Bonds |
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| Authors: | Meng Wang Dr. Oliver Y. Gutiérrez Dr. Donald M. Camaioni Prof. Dr. Johannes A. Lercher |
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| Affiliation: | 1. Institute for Integrated Catalysis, Pacific Northwest National Laboratory, Richland, WA, USA;2. Department of Chemistry and Catalysis Research Institute, TU München, Garching, Germany |
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| Abstract: | Palladium on carbon catalyzes C?O bond cleavage of aryl ethers (diphenyl ether and cyclohexyl phenyl ether) by alcohols (R?OH) in H2. The aromatic C?O bond is cleaved by reductive solvolysis, which is initiated by Pd‐catalyzed partial hydrogenation of one phenyl ring to form an enol ether. The enol ether reacts rapidly with alcohols to form a ketal, which generates 1‐cyclohexenyl?O?R by eliminating phenol or an alkanol. Subsequent hydrogenation leads to cyclohexyl?O?R. |
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| Keywords: | aryl ethers hydrogenation methanolysis palladium selective bond cleavage |
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