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Synfacts 2013; 9(1): 0116
DOI: 10.1055/s-0032-1317914
Polymer-Supported Synthesis
© Georg Thieme Verlag Stuttgart · New York

Polymer-Supported Iron(III) Catalyst for the Selective Oxidation of Toluene

Contributor(s):
Yasuhiro Uozumi
,
Yoichi M. A. Yamada
,
Maki Minakawa
Karuehanon W, Sirathanyarote C, Pattarawarapan M * Chiang Mai University, Thailand
Poly(4-vinylpyridine-co-divinylbenzene) Supported Iron(III) Catalyst for Selective Oxidation of Toluene to Benzoic Acid with H2O2 .

Tetrahedron 2012;
68: 9423-9428
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Further Information

Publication History

Publication Date:
17 December 2012 (online)

 
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Key words

catalysis - iron - oxidation

Significance

Poly(4-vinylpyridine-co-divinylbenzene)-supported iron(III) catalysts bearing different amounts (2–50%) of DVB cross-linker [Fe(III)-PVPDVB2–50%] were prepared and applied to the oxidation of toluene with hydrogen peroxide (73.0–89.7% conversion, 88.3–91.2% selectivity to benzoic acid). The polymer-supported catalyst containing 10% DVB [Fe(III)-PVPDVB10%] led to the selective oxidation of toluene to benzoic acid in 90% conversion with up to 96% selectivity under optimized conditions.


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Comment

The catalytic activity of reused Fe(III)-PVPDVB10% decreased due to leaching of iron ions from the polymer support. No oxidation of toluene occurred in the absence of the polymer-supported iron catalysts or in the presence of iron-free PVPDVB. The toluene oxidation with the homogeneous counterpart, FeCl3·H2O, resulted in lower substrate conversion (<58%), while the reaction selectivity was as high as with the polymeric catalyst (92%).


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