Multi-wall carbon nanotube supported tungsten hexacarbonyl: an efficient and reusable catalyst for epoxidation of alkenes with hydrogen peroxide

Nooraeipour, Mehdi; Tangestaninejad, Shahram; Mirkhani, Valiollah; Mohammadpoor‐Baltork, Iraj; Iravani, Nasir

doi:10.1080/00958972.2011.643788

Cited by 28 publications

(11 citation statements)

References 73 publications

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“…Despite having different substituents of the hydrazones, both complexes show effective catalytic properties. The complexes in the present work have similar catalytic properties to those of a similar molybdenum(VI) catalyst without any substituent in the hydrazone ligand [20] and of a multi-wall carbon nanotube supported tungsten hexacarbonyl [25]. The complexes have higher conversion values than those of vanadium (IV) complexes with Schiff bases [26] and multi-wall carbon nanotube supported manganese(III) tetraphenylporphyrin [27].…”

Section: Catalytic Resultssupporting

confidence: 53%

Dioxomolybdenum(VI) complexes of hydrazones of two substituted salicylaldehydes: synthesis, structures, and catalytic properties

Ding

2013

Journal of Coordination Chemistry

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Dioxomolybdenum(VI) complexes [MoO 2 L(CH 3 OH)] (L = L 1 = N′-(2-hydroxy-5nitrobenzylidene) isonicotinoylhydrazide for 1, L= L 2 = N′-(4-diethylamino-2-hydroxybenzylidene)-4-methylbenzohydrazide for 2) were prepared and structurally characterized by physicochemical and spectroscopic methods and single-crystal X-ray determination. Mo in the complexes is octahedrally coordinated. Both complexes show effective catalysis in oxidation of cyclohexene, vinylbenzene, 1-butylene, and 1-pentene, to their corresponding epoxides. In general, high epoxide yields (over 89%) and selectivity (100%) were observed for all aliphatic and aromatic substrates.

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Section: Catalytic Resultssupporting

confidence: 53%

Dioxomolybdenum(VI) complexes of hydrazones of two substituted salicylaldehydes: synthesis, structures, and catalytic properties

Ding

2013

Journal of Coordination Chemistry

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“…According to this study and also by comparison with the literature, a mechanism for oxidation of various sulfides to sulfoxides using [WO(O 2 )L(CH 3 OH)] was proposed (scheme 2). The reaction proceeds with nucleophilic attack of the uncoordinated sulfide on one oxygen of the peroxido, The epoxidation of olefins to epoxides is a valuable transformation for organic synthesis since epoxides are highly important intermediates in the preparation of various chemically and biologically active compounds [17][18][19]. High-valent metal oxido-peroxido species have demonstrated the ability to catalyze the epoxidation of alkenes, via homogeneous as well as heterogeneous routes [10,20].…”

Section: Catalytic Reactivitymentioning

confidence: 99%

Catalytic efficacy of an oxido-peroxido tungsten(VI) complex: synthesis, X-ray structure and oxidation of sulfides and olefins

Amini

Bagherzadeh

Eftekhari‐Sis

et al. 2013

Journal of Coordination Chemistry

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An oxido-peroxido tungsten(VI) complex [WO(O 2 )L(CH 3 OH)] using salicylidene benzoyl hydrazine as a tridentate ONO donor Schiff base (H 2 L) has been synthesized and characterized by elemental analysis, IR, 1 H NMR, molar conductance data, and single-crystal X-ray analysis. The complex was used as a catalyst for epoxidation of olefins and oxidation of sulfides. The results show that epoxides and sulfoxides were produced in high yield, turnover number, and selectivity. IntroductionOxido and peroxido transition metal compounds have played an important role in oxidation of organic substrates. A variety of peroxido complexes of various metals are known to catalyze the oxidation of olefins, arenes, phenols, alcohols, phosphines, and sulfides [1-3]. The catalytic activity of peroxido metal complexes is influenced by the type of metal, the number of peroxido ligands attached to the catalyst and the nature of the remaining ligands in the coordination sphere [3][4][5][6].Current interest in tungsten is due to the importance of the metal as an essential trace element that participates in a number of important enzymatic reactions [7]. There are a few reports on preparation and catalytic activity of oxido-peroxide tungsten(VI) complexes in oxidation reactions [8][9][10].We recently reported a highly efficient method for oxidation of olefins and sulfides by using an oxido-peroxido Mo(VI) complex [MoO(O 2 )L(CH 3 OH)] with salicylidene benzoyl hydrazine (H 2 L) as ligand [11]. In order to study the effect of metal on catalytic reactivity, herein we report the synthesis, characterization, and comparative catalytic activity of a new oxido-peroxido W(VI) complex [WO(O 2 )L(CH 3 OH)] in oxidation of olefins and sulfides under the same condition as given in our previous work (scheme 1).

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“…Salavati-Niasari et al [13] achieved a 80.6% conversion of cyclohexene and 82.7% selectivity to epoxide using cobalt (Co) Schiff base complex anchored on CNTs. Moghadam et al studied the catalytic behavior of tungsten hexacarbonyl (W(CO) 6 ) [14] and molybdenum hexacarbonyl (Mo(CO) 6 ) [15] supported on CNTs, and found the heterogeneous metal carbonyl catalysts had high stability and reusability in epoxidation without losing their catalytic activity. However, even though these findings illustrated that Schiff base and metal carbonyl catalysts were capable of catalyzing the epoxidation reactions, the preparation procedure for these catalysts was complicated and many organic reagents (dimethylformamide, tetrahydrofuran, thionyldichloride, etc.)…”

Section: Introductionmentioning

confidence: 99%

Epoxidation of styrene using carbon nanotubes-supported cobalt catalysts

Jin

Zhu

et al. 2014

Inorganica Chimica Acta

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Multi-wall carbon nanotube supported tungsten hexacarbonyl: an efficient and reusable catalyst for epoxidation of alkenes with hydrogen peroxide

Cited by 28 publications

References 73 publications

Dioxomolybdenum(VI) complexes of hydrazones of two substituted salicylaldehydes: synthesis, structures, and catalytic properties

Dioxomolybdenum(VI) complexes of hydrazones of two substituted salicylaldehydes: synthesis, structures, and catalytic properties

Catalytic efficacy of an oxido-peroxido tungsten(VI) complex: synthesis, X-ray structure and oxidation of sulfides and olefins

Epoxidation of styrene using carbon nanotubes-supported cobalt catalysts

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