Title: Enhanced activity and selectivity in cyclohexane autoxidation by inert H-bond acceptor catalysts
Authors: Hermans, Ive
Peeters, Jozef ×
Jacobs, Pierre #
Issue Date: May-2006
Publisher: Wiley-v c h verlag gmbh
Series Title: Chemphyschem vol:7 issue:5 pages:1142-1148
Abstract: Herein, we demonstrate that the chain-initiating dissociation of cyclohexyl hydroperoxide, CyOOH, is substantially accelerated by H-bond acceptors (e.g. Teflon), which assist O-O bond breaking by stabilising the leaving OH radical. This is a completely new approach to boost the chain-propagating radical concentration. Indeed, up to now, literature has remained focussed on transition metal catalysis. In addition to this initiation effect, we demonstrate how inert perfluorinated compounds are also able to steer the selectivity at the molecular level, by promoting the conversion of the intermediate cyclohexyl hydroperoxide to the most desired end-product, cyclohexanone. This effect is explained by an enhanced, H-bond-assisted, hydroperoxide propagation. This hitherto overlooked hydroperoxide propagation was recently presented by us as the dominant cyclohexanone and cyclohexanol source. We herein thus confirm our previously reported autoxidation scheme, and illustrate its usefulness as a solid basis for designing new catalytic systems.
ISSN: 1439-4235
Publication status: published
KU Leuven publication type: IT
Appears in Collections:Centre for Surface Chemistry and Catalysis
Quantum Chemistry and Physical Chemistry Section
× corresponding author
# (joint) last author

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