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Open AccessArticle

Greener Selective Cycloalkane Oxidations with Hydrogen Peroxide Catalyzed by Copper-5-(4-pyridyl)tetrazolate Metal-Organic Frameworks

1
Chemical Engineering Departament, Instituto Superior de Engenharia de Lisboa, Instituto Politécnico de Lisboa, R. Conselheiro Emídio Navarro, 1959-007 Lisboa, Portugal
2
Centro de Química Estrutural, Complexo I, Instituto Superior Técnico, Universidade de Lisboa, Av. Rovisco Pais, 1049-001 Lisboa, Portugal
3
Department of Chemistry, School of Basic Sciences, Indian Institute of Technology Indore, IET-DAVV Campus, Khandwa Road, Indore 452017, India
*
Authors to whom correspondence should be addressed.
These authors contributed equally to this work.
Academic Editor: Maxim L. Kuznetsov
Molecules 2015, 20(10), 19203-19220; https://doi.org/10.3390/molecules201019203
Received: 25 September 2015 / Revised: 13 October 2015 / Accepted: 16 October 2015 / Published: 21 October 2015
(This article belongs to the Special Issue Metal Mediated Activation of Small Molecules)
Microwave assisted synthesis of the Cu(I) compound [Cu(µ4-4-ptz)]n [1, 4-ptz = 5-(4-pyridyl)tetrazolate] has been performed by employing a relatively easy method and within a shorter period of time compared to its sister compounds. The syntheses of the Cu(II) compounds [Cu33-4-ptz)42-N3)2(DMF)2]n∙(DMF)2n (2) and [Cu(µ2-4-ptz)2(H2O)2]n (3) using a similar method were reported previously by us. MOFs 1-3 revealed high catalytic activity toward oxidation of cyclic alkanes (cyclopentane, -hexane and -octane) with aqueous hydrogen peroxide, under very mild conditions (at room temperature), without any added solvent or additive. The most efficient system (2/H2O2) showed, for the oxidation of cyclohexane, a turnover number (TON) of 396 (TOF of 40 h−1), with an overall product yield (cyclohexanol and cyclohexanone) of 40% relative to the substrate. Moreover, the heterogeneous catalytic systems 13 allowed an easy catalyst recovery and reuse, at least for four consecutive cycles, maintaining ca. 90% of the initial high activity and concomitant high selectivity. View Full-Text
Keywords: efficient cycloalkane oxidation; reusable heterogeneous catalysts; Cu(I or II) MOFs; microwave; solvent-free; green oxidation efficient cycloalkane oxidation; reusable heterogeneous catalysts; Cu(I or II) MOFs; microwave; solvent-free; green oxidation
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MDPI and ACS Style

Martins, L.; Nasani, R.; Saha, M.; Mobin, S.; Mukhopadhyay, S.; Pombeiro, A. Greener Selective Cycloalkane Oxidations with Hydrogen Peroxide Catalyzed by Copper-5-(4-pyridyl)tetrazolate Metal-Organic Frameworks. Molecules 2015, 20, 19203-19220.

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