Enantioselective epoxidation of styrene with TBHP catalyzed by bis(oxazoline)–vanadyl–laponite materials

Fadhli, Marwa; Khedher, Ilyes; Fraile, José M.

doi:10.1016/j.catcom.2018.09.007

Cited by 5 publications

(4 citation statements)

References 32 publications

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“…However, a general and highly enantioselective epoxidation of unfunctionalized olefins with hydrogen peroxide has not been developed [96]. Another major oxidant group are alkyl peroxides [97], such as tert-butyl-hydroperoxide (TBHP) or cumene hydroperoxide (CHP). This kind of oxidants has good compatibility with alkenes, which provide high activity.…”

Section: Oxidizing Agentsmentioning

confidence: 99%

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

et al. 2019

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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.

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Section: Oxidizing Agentsmentioning

confidence: 99%

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

et al. 2019

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“…Later in 2018, Fraile et al developed chiral vanadium complexes derived from bis(oxazoline) ligand 35 immobilized on laponite through non-covalent cation exchange to be investigated in the asymmetric epoxidation of styrene 36 with TBHP as an oxidant [43]. The process was performed in acetonitrile at 70°C, producing the corresponding chiral epoxide 37 with moderate conversion (39%) and enantioselectivity (72% ee), as shown in Scheme 23.…”

Section: Enantioselective Vanadium-catalyzed Epoxidationsmentioning

confidence: 99%

“…Epoxidation of a tigliane in the presence of bishydroxamic acid ligand 33[41]. Epoxidation of styrene on vanadium bis(oxazoline)-derived catalyst 35 immobilized on laponite[43].…”

mentioning

confidence: 99%

Enantioselective vanadium-catalyzed transformations. An update

Pellissier

2020

Coordination Chemistry Reviews

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“…Alkyl hydroperoxides including tert-butyl hydroperoxide (C 4 H 10 O 2 ) (TBHP), cumene hydroperoxide (C 9 H 12 O 2 ) and ethylbenzyl hydroperoxide (C 9 H 12 O 2 ) are commonly used as oxygen sources in epoxidation reactions since the reagents are readily available and inexpensive [28][29][30]. However, tert-butyl hydroperoxide (TBHP) has received considerable attention in recent times as an oxidant of choice for the reaction due to its numerous advantages including high thermal conductivity, good solubility in polar solvents, and neutral pH [31][32][33]. In addition, the oxidant is atom efficient since it yields tert-butanol, a major industrial feedstock, as a by-product [34][35][36].…”

Section: Introductionmentioning

confidence: 99%

Recent Advances in Greener and Energy Efficient Alkene Epoxidation Processes

Saha

2022

Energies

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The chemical industry is considered to be one of the largest consumers of energy in the manufacturing sector. As the cost of energy is rising rapidly, coupled with the increasingly stringent standards for the release of harmful chemicals and gases into the environment, more attention is now focused on developing energy efficient chemical processes that could significantly reduce both operational costs and greenhouse gas emissions. Alkene epoxidation is an important chemical process as the resultant epoxides are highly reactive compounds that are used as platform chemicals for the production of commercially important products for flavours, fragrances, paints and pharmaceuticals. A number of epoxidation methods have been developed over the past decade with the ultimate aim of minimising waste generation and energy consumption. In this review paper, some of the recent advances in epoxides synthesis using energy efficient processes are discussed. The epoxidation methods may provide sustainability in terms of environmental impact and energy consumption.

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Enantioselective epoxidation of styrene with TBHP catalyzed by bis(oxazoline)–vanadyl–laponite materials

Cited by 5 publications

References 32 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

Enantioselective vanadium-catalyzed transformations. An update

Recent Advances in Greener and Energy Efficient Alkene Epoxidation Processes

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