Highly efficient epoxidation method of olefins with hydrogen peroxide as terminal oxidant, bicarbonate as a co-catalyst and oxodiperoxo molybdenum(vi) complex as catalyst

Gharah, Narottam; Chakraborty, Subrata; Mukherjee, Amit; Bhattacharyya, Ramgopal

doi:10.1039/b408946d

Cited by 74 publications

(40 citation statements)

References 18 publications

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“…Some molybdates show antiviral, antitumoral or antibiotic activity [5][6][7]. They are also known as efficient catalysts for the oxidation of various organic compounds with different oxygen donors like ROOH [8][9][10][11][12][13][14][15][16][17][18][19][20] and H 2 O 2 [21][22][23][24][25][26][27][28][29]. Molybdenum(VI) dioxo or oxodiperoxo compounds are commonly encountered in oxidation catalysis.…”

Section: Introductionmentioning

confidence: 99%

Molybdenum Complexes as Catalysts for the Oxidation of Cycloalkanes with Molecular Oxygen

et al. 2016

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A group of new polymolybdates was synthesized and tested in the catalytic oxidation of cycloalkanes. Investigated compounds exhibit broad structural diversity including polymolybdates with isolated anionic clusters (0-dim), polymeric anions (1-dim), Mo-O layers (2-dim) as well as hexagonal and orthorhombic molybdenum oxides (3-dim). All studied molybdenum complexes were found to be active in the reaction conditions yielding ketones and alcohols as main products. In the case of layered compounds (2-dim), dicarboxylic acid was detected in the mixture of reaction products. The structure of investigated molybdenum compounds was shown to have influence on yields and selectivities of the investigated reactions. Anionic layers separation (in 2-dim materials) as well as type and charge of organic cations present in the compounds are prime examples of structural factors influencing the oxidation reactions efficiencies. On the basis of obtained results and literature reports a mechanism for the oxidation of cycloalkanes by polymolybdates has been proposed. Graphical Abstract

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Section: Introductionmentioning

confidence: 99%

Molybdenum Complexes as Catalysts for the Oxidation of Cycloalkanes with Molecular Oxygen

et al. 2016

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“…It is cheap, readily available and gives water as the only by-product [15]. Molybdenum and tungsten complexes have been widely investigated because of their demonstrated high activity for selective oxidation with TBHP [16][17][18][19][20] and H 2 O 2 [21][22][23][24][25][26][27][28]. However, to the best of our knowledge, the catalytic performance of Mo(II) and W(II) carbonyl compounds in olefin epoxidation using H 2 O 2 has never been reported.…”

Section: Introductionmentioning

confidence: 99%

N-Heterocyclic Carbene-Based Molybdenum and Tungsten Complexes as Efficient Epoxidation Catalysts with H2O2 and tert-Butyl Hydroperoxide

2010

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The molybdenum and tungsten g 3 -allyl dicarbonyl complexes bearing N-heterocyclic carbene (NHC) ligands [M(g 3 -C 3 H 5 )Cl(CO) 2 (bis-NHC Bz )] (M = Mo, W; bis-NHC Bz = 1,1 0 -dibenzyl-3,3 0 -methylenediimidazoline-2,2 0 -diylidene) have been prepared from the corresponding acetonitrile precursors [M(g 3 -C 3 H 5 )Cl(CO) 2 (NCMe) 2 ] by treatment with free carbene. Their catalytic performance in epoxidation of cis-cyclooctene using H 2 O 2 as oxidant has been studied. All complexes can be applied as catalysts precursors in olefin epoxidation displaying 100% selectivity for the formation of cyclooctene oxide. The tungsten acetonitrile precursor [W(g 3 -C 3 H 5 )Cl(CO) 2 (NCMe) 2 ] displayed the highest catalytic activity achieving quantitative conversion of epoxide in 30 min. The molybdenum NHCbased compound [Mo(g 3 -C 3 H 5 )Cl(CO) 2 (bis-NHC Bz )] displayed higher activity when the epoxidation reaction was performed using H 2 O 2 as oxidant compared to tert-butyl hydroperoxide.

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“…The design and application of clean and efficient processes for the epoxidation of olefins on a large scale dwells on being an important objective in the fine chemical industry [1,2]. There is a bulging need for the elaboration of catalytic systems that consume only cheap, ecologically friendly and readily available oxidants, such as hydrogen peroxide [3,4].…”

Section: Introductionmentioning

confidence: 99%

Epoxidation of Olefins Catalyzed by Polyoxomolybdates Formed in-situ in Ionic Liquids

Graser

Jürgens

Wilhelm

et al. 2013

Zeitschrift Für Naturforschung B

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Polyoxomolybdates were generated in situ by treating a carboxylic acid-functionalized ionic liquid with an aqueous solution of sodium molybdate. This reaction mixture was applied in the catalytic epoxidation of olefins using hydrogen peroxide as oxidant. The influence of acid and catalyst concentration as well as of the reaction temperature was investigated. The system showed a good performance for the epoxidation reaction and can be reused several times without a significant loss of activity. We present an easy, cheap and environmentally friendly catalytic system for the epoxidation of cis-cyclooctene.

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Highly efficient epoxidation method of olefins with hydrogen peroxide as terminal oxidant, bicarbonate as a co-catalyst and oxodiperoxo molybdenum(vi) complex as catalyst

Cited by 74 publications

References 18 publications

Molybdenum Complexes as Catalysts for the Oxidation of Cycloalkanes with Molecular Oxygen

Molybdenum Complexes as Catalysts for the Oxidation of Cycloalkanes with Molecular Oxygen

N-Heterocyclic Carbene-Based Molybdenum and Tungsten Complexes as Efficient Epoxidation Catalysts with H2O2 and tert-Butyl Hydroperoxide

Epoxidation of Olefins Catalyzed by Polyoxomolybdates Formed in-situ in Ionic Liquids

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