NDLI: Oxidative coupling of anilines to azobenzenes using heterogeneous manganese oxide catalysts

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Catalysis Science & Technology Vol - 6 Issue - 5

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Catalysis Science & Technology Vol -1

Oxidative coupling of anilines to azobenzenes using heterogeneous manganese oxide catalysts

Content Provider	Royal Society of Chemistry (RSC)
Author	Yu, Miao Zhang, Zhe Wang, Min Ma, Jiping Wang, Feng
Copyright Year	2016
Abstract	We herein report the transition metal oxide-catalyzed synthesis of azobenzenes through the oxidative coupling of anilines. An octahedral molecular sieve of manganese oxide, OMS-2, exhibited the best activity and selectivity. Nine examples of symmetric azobenzenes and twenty unsymmetric ones were synthesized with 62–99% conversion and 64–99% selectivity. In the aniline cross-coupling reactions, the difference of the Hammett constants of two substituted groups (Δσ) determines the selectivity to unsymmetric azobenzenes, which are the major products at Δσ < 0.32. In-depth studies reveal that the surface defect sites of the mixed-valence manganese oxide play a key role in facilitating electron transfer and activating molecular oxygen. The single-electron transfer (SET) reaction mechanism is proposed based on electron paramagnetic resonance and X-ray powder diffraction characterization.
Starting Page	1940
Ending Page	1945
Page Count	6
File Format	HTM / HTML PDF
ISSN	20444753
Volume Number	6
Issue Number	6
Journal	Catalysis Science & Technology
DOI	10.1039/c5cy01015b
Language	English
Publisher	Royal Society of Chemistry
Access Restriction	Open
Subject Keyword	Aniline Reaction mechanism Hammett equation Transition metal Powder diffraction Electron paramagnetic resonance Molecular sieve Manganese oxide Nucleophile
Content Type	Text
Resource Type	Article
Subject	Catalysis

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