Synfacts 2012; 8(10): 1149
DOI: 10.1055/s-0032-1317207
Polymer-Supported Synthesis
© Georg Thieme Verlag Stuttgart · New York

Porous Metalloporphyrinic Frameworks for Oxidation of Alkylbenzenes

Contributor(s):
Yasuhiro Uozumi
,
Yoichi M. A. Yamada
,
Maki Minakawa
Yang X.-L, Xie M.-H, Zou C, He Y, Chen B, * O’Keeffe M, Wu C.-D. * Zhejiang University, Hangzhou, P. R. of China; University of Texas at San Antonio and Arizona State University, Tempe, USA
Porous Metalloporphyrinic Frameworks Constructed from Metal 5,10,15,20-Tetrakis(3,5-biscarboxylphenyl)-porphyrin for Highly Efficient and Selective Catalytic Oxidation of Alkylbenzenes.

J. Am. Chem. Soc. 2012;
134: 10638-10645
Further Information

Publication History

Publication Date:
19 September 2012 (online)

 

Significance

Preparation and characterization of the porous metalloporphyrin octacarboxylate framework 1 are described. The catalytic utility of 1 was examined for the oxidation of alkyl benzenes with tert-butyl hydroperoxide as an oxidant to give the corresponding ketones in 16 to >99% conversion with >99% selectivity (ketones obtained as sole oxidation products from alkylbenzenes).


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Comment

The framework 1 was recovered by centrifugation and reused 14 times without significant loss of catalytic activity. A homogeneous metalloporphyrin catalyst MnCl-Me8OCPP showed much lower catalytic activity in the oxidation of ethyl benzene under similar conditions.


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