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Australian Journal of Chemistry Australian Journal of Chemistry Society
An international journal for chemical science
RESEARCH ARTICLE

Metal-TUD-1 Catalyzed Aerobic Oxidation of Cyclohexane: A Comparative Study*

Ramanathan Anand A B C , Mohamed S. Hamdy A D , Rudy Parton E , Thomas Maschmeyer A F H , Jacobus C. Jansen A , Roger Gläser B G , Freek Kapteijn A and Ulf Hanefeld A H
+ Author Affiliations
- Author Affiliations

A Gebouw voor Scheikunde, Technische Universiteit Delft, Julianalaan 136, 2628 BL Delft, The Netherlands.

B Institute of Chemical Technology, University of Stuttgart, 70550 Stuttgart, Germany.

C Present address: Department of Chemistry, University College of Engineering, Tindivanam (Anna University, Chennai), Saram 604307, Tamil Nadu, India.

D Present address: Valorisation of Plant Production Chains, Wageningen University, PO Box 17, 6700 AA Wageningen, The Netherlands.

E DSM Research, 6160 MD Geleen, The Netherlands.

F Present address: School of Chemistry, University of Sydney, Sydney, NSW 2006, Australia.

G Present address: Institute of Chemical Technology, University of Leipzig, Linnéstr. 3, 04103 Leipzig, Germany.

H Corresponding authors. Email: u.hanefeld@tudelft.nl; th.maschmeyer@chem.usyd.edu.au

Australian Journal of Chemistry 62(4) 360-365 https://doi.org/10.1071/CH08471
Submitted: 31 October 2008  Accepted: 23 February 2009   Published: 24 April 2009

Abstract

The relative performance of various metal-incorporated mesoporous silicas of the TUD-1 structure type (M-TUD-1, where M = Ti, Cr, Co, Fe, Cu, Mn) in the selective aerobic oxidation of cyclohexane with tert-butylhydroperoxide and cyclohexylhydroperoxide (CHHP) to the respective hydroperoxides and subsequent decomposition to the alcohol and ketone is reported. In particular, relationships regarding metal type and loading, silica structure type and peroxide initiator are elucidated, to show that it is possible to tune catalysts for either CHHP formation or CHHP decomposition.


Acknowledgements

Generous financial support for this work from the European Commission through the Network of Excellence ‘INSIDE-POReS’ (contract no. NMP3-CT-2004–500895) is gratefully acknowledged. Part of this work was performed within the Collaborative Research Centre SFB 706 (Selective Catalytic Oxidations Using Molecular Oxygen; Stuttgart), funded by the German Research Foundation. The authors thank the analytical department at DSM Research in Geleen for confirming our analysis results.




* Dedicated to Joop Peters on the occasion of his 65th birthday.

References


[1]   Musser M. T., ‘Cyclohexanol and Cyclohexanone’, in Ullmann’s Encyclopedia of Industrial Chemistry, electronic edition, 2005 (Wiley-VCH: Weinheim).

[2]   J. A. Labinger, J. Mol. Catal. Chem. 2004, 220,  27.
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