2.4 Hydrogenolysis of Aryl Ketones and Aldehydes, Benzylic Alcohols and Amines, and Their Derivatives

Abstract

This chapter provides an overview of the hetero- and homogeneous metal-catalyzed hydrogenolysis of C=O, C–O, and C–N bonds at benzylic positions. This reaction constitutes an atom- and waste-economic alternative to traditional defunctionalization methods. It has found numerous applications in organic synthesis, including in the removal of protecting groups from alcohols and amines. Moreover, its role in the valorization of biomass feedstocks is being intensely investigated.

Key words

hydrogenolysis - reduction - defunctionalization - deoxygenation - deprotection - aryl ketones - benzaldehydes - benzylic alcohols - benzylic amines - hydrogen - formic acid - palladium - nickel - ruthenium - cobalt - molybdenum - rhodium

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