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Selective Catalytic Oxidation of CH Bonds with Molecular Oxygen
Author(s) -
Roduner Emil,
Kaim Wolfgang,
Sarkar Biprajit,
Urlacher Vlada B.,
Pleiss Jürgen,
Gläser Roger,
Einicke WolfDietrich,
Sprenger Georg A.,
Beifuß Uwe,
Klemm Elias,
Liebner Christian,
Hieronymus Hartmut,
Hsu ShihFan,
Plietker Bernd,
Laschat Sabine
Publication year - 2013
Publication title -
chemcatchem
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.497
H-Index - 106
eISSN - 1867-3899
pISSN - 1867-3880
DOI - 10.1002/cctc.201200266
Subject(s) - catalysis , allylic rearrangement , chemistry , metathesis , combinatorial chemistry , yield (engineering) , molecular oxygen , organic chemistry , nanotechnology , materials science , polymerization , metallurgy , polymer
Although catalytic reductions, cross‐couplings, metathesis, and oxidation of CC double bonds are well established, the corresponding catalytic hydroxylations of CH bonds in alkanes, arenes, or benzylic (allylic) positions, particularly with O 2 , the cheapest, “greenest”, and most abundant oxidant, are severely lacking. Certainly, some promising examples in homogenous and heterogenous catalysis exist, as well as enzymes that can perform catalytic aerobic oxidations on various substrates, but these have never achieved an industrial‐scale, owing to a low space‐time‐yield and poor stability. This review illustrates recent advances in aerobic oxidation catalysis by discussing selected examples, and aims to stimulate further exciting work in this area. Theoretical work on catalyst precursors, resting states, and elementary steps, as well as model reactions complemented by spectroscopic studies provide detailed insight into the molecular mechanisms of oxidation catalyses and pave the way for preparative applications. However, O 2 also poses a safety hazard, especially when used for large scale reactions, therefore sophisticated methodologies have been developed to minimize these risks and to allow convenient transfer onto industrial scale.