Efficient oxidation of alcohols with tert-butyl hydroperoxide catalyzed by Mo(CO)6 supported on multiwall carbon nanotubes

Araghi, Mehdi; Ghorbani, Azam; Yeganeh, Faten Eshrati

doi:10.1016/j.crci.2012.09.006

Cited by 12 publications

(5 citation statements)

References 43 publications

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“…4,5 Traditional oxidation reactions can be efficient and selective but they often involve the use of harmful oxidants, such as CrO 3 , KMnO 4 etc., in the presence of halogenated/non-halogenated solvents, which result in the generation of large amounts of waste. 12,13 The microwave irradiation is an alternate method compared to the conventional liquid phase method and has widely been applied in syntheses of organic compounds. dioxygen or peroxides [H 2 O 2 , tert-butylhydroperoxide (TBHP)], is a matter of current interest and out of these H 2 O 2 is widely used in the liquid oxidation of organic compounds due to its clean and environmentally friendly nature.…”

Section: Introductionmentioning

confidence: 99%

“…8,9 A number of soluble molybdenum complexes bearing different ligands have been synthesized and employed as homogeneous catalysts for the epoxidation of alkenes; 10,11 molybdenum complexes catalyzing the oxidation of alcohols are also reported in the literature. 12,13 The microwave irradiation is an alternate method compared to the conventional liquid phase method and has widely been applied in syntheses of organic compounds. [14][15][16][17][18][19] Here, the energy is transferred directly to the reaction components resulting in shorter reaction time compared to conventional reactions 14 and cleaner reaction with a better yield and selectivity.…”

Section: Introductionmentioning

confidence: 99%

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Oxidation of secondary alcohols by conventional and microwave-assisted methods using molybdenum complexes of ONO donor ligands

2015

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New dioxidomolybdenum(VI) complexes, [Mo VI O 2 {Hdfmp(bhz) 2 }(MeOH)] 1, [Mo VI O 2 {Hdfmp(inh) 2 }(MeOH)] 2 and [Mo VI O 2 {Hdfmp(nah) 2 }(MeOH)] 3 of ligand H 3 dfmp(L) 2 I, are obtained by the condensation of 2,6diformyl-4-methylphenol (dfmp) and hydrazides (L) [L = benzoylhydrazide (bhz), isonicotinoylhydrazide (inh), and nicotinoylhydrazide (nah)], respectively. All these complexes are characterized in the solid state and in solution namely by elemental analyses, spectroscopic techniques (IR, electronic, 1 H and 13 C NMR) and thermogravimetric analyses. Single crystal X-ray analysis of complexes 1 and 3 confirms the coordination of the ligand in the dianionic (ONO 2À ) enolate-tautomeric form and one of the hydrazido moieties remains non-coordinated. Oxidation of secondary alcohols: 1-phenyl ethanol, 2-propanol and 2-butanol, catalyzed by these molybdenum complexes, using conventional liquid phase and microwaveassisted methods in the presence of 30% H 2 O 2 as an oxidant has been tested. The effects of various factors, such as temperature and amounts of catalyst, H 2 O 2 and solvent have been investigated. These alcohols under the optimized reaction conditions gave high yields of the respective ketone. Addition of an N-based additive reduces the reaction time considerably. Amongst the two methods studied, the microwave technique proves to be a time efficient system.

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Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Oxidation of secondary alcohols by conventional and microwave-assisted methods using molybdenum complexes of ONO donor ligands

2015

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“…Also, having a very small radius is one of their important positive characteristics. Therefore, this material is currently used as a foundation in the synthesis of catalysts as well as a sorbent [5][6][7]. It hs been found that catalysts based on CNTs are much more active than polymer-based catalysts [8,9], and they can be used repeatedly.…”

Section: Introductionmentioning

confidence: 99%

A Theoretical Study on the Functionalisation Process of C₁₈NB Fullerene Through its Open [5,5] Cycloaddition with 4-Pyridine Nitrile Oxide

Siadati

Alinezhad

2015

Progress in Reaction Kinetics and Mechanism

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C 20 nanofullerene and its derivatives, as the smallest carbon cages, are amongthe most important compounds in the field of nanoscience. As a result, it is very important to find a procedure to functionalise these precious compounds to exploit their numerous benefits. So, in this study, the process was investigated of adding a functional group to one of the C 20 fullerene derivatives, via its open [5,5] cycloaddition reaction with 4-pyridine nitrile oxide. This showed that the open [5,5] cycloaddition reaction between 4-pyridine nitrile oxide and C 18 NB fullerene takes place with sufficient speed that would need no catalyst. According to the calculations, a highly asynchronous concerted mechanism operates in this reaction. It seems that oxygen-boron interaction causes the mechanism to be asynchronous. All calculations were performed at the B3LYP/6-311G(d,p) level of theory.

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“…The most‐fundamental chemical transformations in chemistry are selective oxidations of alcohols into their corresponding aldehydes and ketones with molecular oxygen, air and H 2 O 2 . During the last decade, many catalysts for the oxidation of benzyl alcohols contain metal nanoparticles such as Cu(II), Fe(III) Mn(II), Co(II), Mo(V), Pd(II), Rh(III), Ru(IV), Pt, V(IV), Au, or organocatalysts have been reported on a variety of substrates.…”

Section: Introductionmentioning

confidence: 99%

Fe₃O₄@BNPs‐CPTMS‐Chitosan‐Pd(0) as an Efficient and Stable Heterogeneous Magnetic Nanocatalyst for the Chemoselective Oxidation of Alcohols and Homoselective Synthesis of 5‐Subestituted 1H‐Tetrazoles

Khodamorady

Bahrami

2019

ChemistrySelect

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In this content, a stable, efficient, active, reusable and inexpensive magnetic boehmite was synthesized by hydrothermal sol-gel method. In the next step magnetic boehmite immobilized further with palladium chitosan complex (Fe 3 O 4 @BNPs-CPTMS-Chitosan-Pd (0)). This novel nanocatalyst was used for the oxidation of alcohols in ethanol and the preparation of 5-substituted tetrazoles in solvent-free conditions. To confirm the structure of catalyst, a variety of techniques, including FT-IR, XRD, FESEM, TEM, EDX, mapping, VSM, TGA-DTA, BET, ICP and UV-Visible were used. The mol % of catalyst was obtained with ICP (2.8 mol%). Also, some benefits of the catalyst are: excellent magnetic properties, easy separating from the reaction mixture with the external magnet, the use of cheap and affordable materials, good surface area (55.94 m 2 /g), low palladium leaching from the catalyst surface, use the green ligand and the use of catalyst for at least 5 consecutive times without reducing the catalytic activity.

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Efficient oxidation of alcohols with tert-butyl hydroperoxide catalyzed by Mo(CO)6 supported on multiwall carbon nanotubes

Cited by 12 publications

References 43 publications

Oxidation of secondary alcohols by conventional and microwave-assisted methods using molybdenum complexes of ONO donor ligands

Oxidation of secondary alcohols by conventional and microwave-assisted methods using molybdenum complexes of ONO donor ligands

A Theoretical Study on the Functionalisation Process of C₁₈NB Fullerene Through its Open [5,5] Cycloaddition with 4-Pyridine Nitrile Oxide

Fe₃O₄@BNPs‐CPTMS‐Chitosan‐Pd(0) as an Efficient and Stable Heterogeneous Magnetic Nanocatalyst for the Chemoselective Oxidation of Alcohols and Homoselective Synthesis of 5‐Subestituted 1H‐Tetrazoles

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Efficient oxidation of alcohols with tert-butyl hydroperoxide catalyzed by Mo(CO)6 supported on multiwall carbon nanotubes

Cited by 12 publications

References 43 publications

Oxidation of secondary alcohols by conventional and microwave-assisted methods using molybdenum complexes of ONO donor ligands

Oxidation of secondary alcohols by conventional and microwave-assisted methods using molybdenum complexes of ONO donor ligands

A Theoretical Study on the Functionalisation Process of C18NB Fullerene Through its Open [5,5] Cycloaddition with 4-Pyridine Nitrile Oxide

Fe3O4@BNPs‐CPTMS‐Chitosan‐Pd(0) as an Efficient and Stable Heterogeneous Magnetic Nanocatalyst for the Chemoselective Oxidation of Alcohols and Homoselective Synthesis of 5‐Subestituted 1H‐Tetrazoles

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A Theoretical Study on the Functionalisation Process of C₁₈NB Fullerene Through its Open [5,5] Cycloaddition with 4-Pyridine Nitrile Oxide

Fe₃O₄@BNPs‐CPTMS‐Chitosan‐Pd(0) as an Efficient and Stable Heterogeneous Magnetic Nanocatalyst for the Chemoselective Oxidation of Alcohols and Homoselective Synthesis of 5‐Subestituted 1H‐Tetrazoles