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Iron-substituted polyoxotungstates as catalysts in the oxidation of indane and tetralin with hydrogen peroxide

Paper ID Volume ID Publish Year Pages File Format Full-Text
42664 45936 2009 7 PDF Available
Title
Iron-substituted polyoxotungstates as catalysts in the oxidation of indane and tetralin with hydrogen peroxide
Abstract

The homogeneous liquid phase oxidation of indane and tetralin with hydrogen peroxide catalysed by tetrabutylammonium salts of iron(III)-substituted polyoxotungstates of general formula [XW11Fe(H2O)O39]n−, X = P, Si or B is described. The system presented here gives rise to benzylic monooxygenation and dioxygenation products. Indane oxidation reactions produce also dehydrogenation and hydroperoxidation products. As a result, 1H-indene and indane hydroperoxide are formed. Interestingly, tetralin gives rise to the cleavage of carbon–carbon bond, producing 4-(2-hydroxyphenyl)butanal. In the present conditions, this aldehyde is probably arising from tetralin hydroperoxide. Depending on the reaction conditions, moderate selectivities for the corresponding ketones are obtained, affording conversions as high as 59% and 34% for indane and tetralin, respectively. In order to understand the reactions pathway, the oxidation of 1-indanol, 1-indanone, 1H-indene, 1-tetralol and 1-tetralone is also carried out with an iron(III)-substituted polyoxotungstate as catalyst and H2O2 as oxidant. The results show that 1-indanol and 1-tetralol give an important contribution for the formation of the corresponding ketones. As far as we know, the use of iron-substituted polyoxotungstates in the oxidation of these arenes is presented for the first time.

Graphical abstractTetrabutylammonium salts of iron(III)-substituted polyoxotungstates of general formula [XW11Fe(H2O)O39]n−, X = P, Si or B are shown to act as efficient catalysts for the homogeneous liquid phase oxidation of indane and tetralin with hydrogen peroxide, an environmentally clean and easy to handle oxidant, affording mainly the corresponding ketones.Figure optionsDownload full-size imageDownload as PowerPoint slide

Keywords
Polyoxometalates; Polyoxotungstates; Oxidation; Hydrogen peroxide; Indane; Tetralin
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Iron-substituted polyoxotungstates as catalysts in the oxidation of indane and tetralin with hydrogen peroxide
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Publisher
Database: Elsevier - ScienceDirect
Journal: Applied Catalysis A: General - Volume 366, Issue 2, 25 September 2009, Pages 275–281
Authors
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Subjects
Physical Sciences and Engineering Chemical Engineering Catalysis
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Don't Miss Today's Special Offer
Price was $35.95
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Price after discount Only $4.95
100% Money Back Guarantee
Full-text PDF Download
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