Catalytic Epoxidation of Cyclohexene with Tert-butylhydroperoxide Using an Immobilized Molybdenum Catalyst

Morales‐delaRosa, Silvia; Campos‐Martín, Jose M.; Terreros, Pilar; Fierro, J.L.G.

doi:10.1007/s11244-015-0373-1

Cited by 14 publications

(8 citation statements)

References 33 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…This method overcame the problems with separation and recycling, greatly improving their properties and commercial value. Morales-delaRosa et al [15] used bis-oxomolybdenum(VI) acetylacetonate as molybdenum precursor and incorporated the molybdenum into a silica gel support. By changing different kinds of solvents and the amount of molybdenum precursors in the synthetic process, different samples were obtained.…”

Section: Silica Supported Molybdenum-based Catalystsmentioning

confidence: 99%

See 1 more Smart Citation

Recent Progress in Application of Molybdenum-Based Catalysts for Epoxidation of Alkenes

et al. 2019

View full text Add to dashboard Cite

Epoxides are important industrial intermediates applied in a variety of industrial processes. During the production of epoxides, catalysts have played an irreplaceable and unique role. In this review, the historic progress of molybdenum-based catalysts in alkene epoxidation are covered and an outlook on future challenge discussed. Efficient catalysts are demonstrated including soluble molybdenum complexes, polyoxometalates catalysts, molybdenum-containing metal organic frameworks, silica supported molybdenum-based catalysts, polymer supported molybdenum-based catalysts, magnetic molybdenum-based catalysts, hierarchical molybdenum-based catalysts, graphene-based molybdenum containing catalysts, photocatalyzed epoxidation catalysts, and some other systems. The effects of different solvents and oxidants are discussed and the mechanisms of epoxidation are summarized. The challenges and perspectives to further enhance the catalytic performances in alkenes epoxidation are presented.

show abstract

Section: Silica Supported Molybdenum-based Catalystsmentioning

confidence: 99%

“…Moreover, molybdenum is abundant and non-noble. In these respects, many researchers have focused their attentions on molybdenum-based catalysts for epoxidation of alkenes in both industrial and laboratory [15].…”

Section: Introductionmentioning

confidence: 99%

Recent Progress in Application of Molybdenum-Based Catalysts for Epoxidation of Alkenes

et al. 2019

View full text Add to dashboard Cite

show abstract

“…Epoxidation of olefins with organic hydroperoxides in the presence of transition metal catalysts is one of the most important reactions for the preparation of epoxides. Among the explored catalysts, molybdenum‐based complexes exhibit the highest catalytic efficiencies in the epoxidation of olefins with organic hydroperoxides . Although the performance of these catalysts is rather high, their separation and recycling are difficult.…”

Section: Introductionmentioning

confidence: 99%

“…Among the explored catalysts, molybdenum-based complexes exhibit the highest catalytic efficiencies in the epoxidation of olefins with organic hydroperoxides. [4][5][6][7] Although the performance of these catalysts is rather high, their separation and recycling are difficult. Heterogenization of these homogeneous catalysts on solid supports is the best way to overcome the problems without considerable loss of their activity and provides advantages such as easy separation and lower level of waste production.…”

Section: Introductionmentioning

confidence: 99%

Superiority of Activated Carbon versus MCM‐41 for the Immobilization of Molybdenum Dithiocarbamate Complex as Heterogeneous Epoxidation Catalyst

Masteri‐Farahani

Modarres

2017

ChemistrySelect

View full text Add to dashboard Cite

Two heterogeneous catalysts were developed by covalent anchoring of molybdenum‐dithiocarbamate complex onto the mesoporous silica (MCM‐41) and activated carbon (AC). Characterization of the functionalized materials by various physicochemical techniques indicated that the molybdenum complex is grafted successfully on the surface of supports. Textural properties of the prepared catalysts proved that the surface properties of supports have been changed after grafting of molybdenum‐dithiocarbamate complex. These heterogeneous catalysts were utilized for the epoxidation of olefins with tert‐butyl hydroperoxide (TBHP) as oxidant, presenting high efficiency and facile recovery. These catalysts can be reused five times without apparent loss of their catalytic performance. Also, the effect of the nature of MCM‐41 and AC supports on the catalytic activity has been discussed based on their hydrophobic and hydrophilic character.

show abstract

“…Therefore, it seems that the best option will be a less bulky organic moiety containing numerous anchoring points (and able for tuning the molecular environment of the molybdenum centers), which must be efficiently grafted onto large surface-area silicas. Some recently reported works have been focused on this approach [3,6,[16][17][18][19][20][21]. A remarkable example is the investigation of Yang et al [3], who described the behavior of 8-quinolinol complexes of dioxo-molybdenum(VI) covalently attached onto mesoporous SBA-15 silica in epoxidation reactions.…”

Section: Introductionmentioning

confidence: 99%

Mo(VI) Complexes Immobilized on SBA-15 as an Efficient Catalyst for 1-Octene Epoxidation

2017

View full text Add to dashboard Cite

SBA-15 materials were functionalized through a post-synthetic methodology with molybdenum-Schiff bases to provide catalytic activity in epoxidation reactions. Thus, glycidoxypropyl functionalities were first attached to the surface of the mesostructured silica, followed by the reaction of the immobilized oxirane groups with 2-amino propyl pyridine. This reaction allowed the obtaining of (hydroxypropyl)-2-aminomethyl pyridine ligands, directly tethered to the surface of the mesoporous silica-based SBA-15, which resulted in excellent chelating ligands to immobilize dioxo molydenum species by a reaction with MoO 2 (acac) 2. This investigation comprises a thorough characterization of the process for building the immobilized molybdenum-Schiff base complexes, as well as the use of the obtained materials in 1-octene oxidation in the presence of organic hydroperoxides. These materials displayed high intrinsic catalytic activity in the epoxidation of 1-octene with organic hydroperoxides under a wide variety of conditions, although both the reaction solvent as well as the nature of the organic hydroperoxide, exerted a dramatic influence on the catalytic activity of these heterogeneous oxidation catalysts. Thus, whereas nonpolar solvents provided good epoxide yields with high efficiency in the use of the oxidant, polar solvents depressed the catalytic activity of the supported Mo-Schiff bases. These results have been ascribed to the competition with the solvent, when polar, for binding to the metal sites, thus avoiding the formation of the hydroperoxo-metal cycle and the epoxidation of the olefin. The catalysts presented here show good reusability with low catalytic activity decay after the first reuse.

show abstract

Catalytic Epoxidation of Cyclohexene with Tert-butylhydroperoxide Using an Immobilized Molybdenum Catalyst

Cited by 14 publications

References 33 publications

Recent Progress in Application of Molybdenum-Based Catalysts for Epoxidation of Alkenes

Recent Progress in Application of Molybdenum-Based Catalysts for Epoxidation of Alkenes

Superiority of Activated Carbon versus MCM‐41 for the Immobilization of Molybdenum Dithiocarbamate Complex as Heterogeneous Epoxidation Catalyst

Mo(VI) Complexes Immobilized on SBA-15 as an Efficient Catalyst for 1-Octene Epoxidation

Contact Info

Product

Resources

About