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New manganese porphyrin as biomimetic catalyst of cyclohexane oxidation: Effect of water or imidazole as additives

Paper ID Volume ID Publish Year Pages File Format Full-Text
40158 45845 2014 8 PDF Available
Title
New manganese porphyrin as biomimetic catalyst of cyclohexane oxidation: Effect of water or imidazole as additives
Abstract

•Synthesis of a novel β-brominated catalyst derived from a non-symmetric porphyrin.•Water acting as an efficient additive in cyclohexane oxidation by PhIO.•Stability of β-brominated catalyst toward oxidative degradation in PhI(OAc)2 systems.

This work describes the synthesis and characterization of the novel catalyst 5-(3-bromo,4-amino)phenyl-10,15,20-trisphenyl-2,3,7,8,12,13,17,18-octabromoporphyrinmanganese(III) chloride (MnIIIBr9APTPPCl). This compound, MnIIIAPTPPCl and MnIIITPPCl were employed as catalysts in cyclohexane oxidation using PhIO or PhI(OAc)2 as oxidants. In the reactions with PhIO and PhI(OAc)2, MnIIIBr9APTPPCl led to higher yields of products compared to the other catalysts. Furthermore, for the first time it was observed a recovery of the third generation (β-octabrominated) catalyst in reactions using PhI(OAc)2 as oxidant. Reactions were performed with the addition of imidazole or water as additives. The reactions with imidazole showed higher yields for cyclohexanol in all systems studied. For systems using PhIO it was also observed a decrease of catalysts oxidative destruction. All the systems using PhIO and water led to an increase in product yield. However, the recovery of catalyst was low for almost all these systems. Nevertheless, this is the first work to show the role of water as an effective additive in the oxidation of cyclohexane catalyzed by manganese porphyrins.

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Keywords
Manganese porphyrins; Cyclohexane oxidation; Water as additive; Iodobenzene diacetate
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New manganese porphyrin as biomimetic catalyst of cyclohexane oxidation: Effect of water or imidazole as additives
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Publisher
Database: Elsevier - ScienceDirect
Journal: Applied Catalysis A: General - Volume 469, 17 January 2014, Pages 124–131
Authors
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Subjects
Physical Sciences and Engineering Chemical Engineering Catalysis
Get Full-Text Now
Don't Miss Today's Special Offer
Price was $35.95
You save - $31
Price after discount Only $4.95
100% Money Back Guarantee
Full-text PDF Download
Online Support
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