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Synfacts 2011(8): 0917-0917  
DOI: 10.1055/s-0030-1260714
Polymer-Supported Synthesis
© Georg Thieme Verlag Stuttgart ˙ New York

NHPI/Fe(BTC)-Catalyzed Aerobic Oxidation of Alkanes

Contributor(s): Yasuhiro Uozumi, Yoichi M. A. Yamada, Takuma Sato
A. Dhakshinamoorthy, M. Alvaro, H. Garcia*
Universidad Politécnica de Valencia, Spain
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Publication History

Publication Date:
20 July 2011 (online)

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Significance

The oxidation of cyclooctane (1) proceeded in the presence of the metal-organic framework NHPI/Fe(BTC) (NHPI = N-hydroxy­phthalimide; BTC = 1,3,5-benzenetricarboxylate) to give cyclooctanone (2) and cyclooctanol (3) with 91% selectivity (corresponding to 2 + 3) and 28% conversion. The oxidation reactions of tetraline, n-octane, ethylbenzene, and propylbenzene were also carried out under similar conditions. A proposed reaction pathway for the present reaction is the chain reaction of the alkyl radical that is produced by in situ generated phthalimide N-oxyl radical.