Copper(II) SBA-15: A reusable catalyst for azide–alkyne cycloaddition

Jlalia, Ibtissem; Gallier, Florian; Brodie–Linder, Nancy; Uziel, Jacques; Augé, Jacques; Lubin‐Germain, Nadège

doi:10.1016/j.molcata.2014.06.003

Cited by 41 publications

(22 citation statements)

References 62 publications

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“…A reaction mechanism proposed for the CuO catalysed 1,3‐dipolar cycloaddition of terminal alkynes with azides is outlined in Scheme on the basis of the previous reports . In the first step CuO are attracted towards the phenylacetylene to form a Cu–acetylidine complex Next, the azide interacts with the copper acetylide through coordination interactions and forms a six‐membered copper metallacycle, which forms a copper triazole complex on ring contraction.…”

Section: Resultsmentioning

confidence: 99%

Copper (II) Oxide Nanoparticles as an Efficient Catalyst in the Azide–AlkyneCycloaddition

et al. 2016

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Copper (II) oxide nanorods and nanospheres were prepared and their structural, morphological, and electronic properties were investigated by X‐ray diffraction analysis, X‐ray absorption near edge structure, scanning electron microscope and transmission electron microscope.CuO nanoparticles efficiently catalyzes azide‐alkyne 1,3‐dipolar cycloaddition (CuAAC) reaction producing corresponding 1,2,3‐triazole derivatives in excellent yields without use of any additives. The advantages of present protocol are mild reaction conditions, reusability of the catalyst, and applicability to a wide range of substrates.

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Section: Resultsmentioning

confidence: 99%

Copper (II) Oxide Nanoparticles as an Efficient Catalyst in the Azide–AlkyneCycloaddition

et al. 2016

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“…If we compare our materials with others catalysts, the assynthesized Si-MCM-41 catalyst seems to be the best for the reactions of cycloaddition [29,45]. In fact, not only the reaction time is decreased (around 15 min), but also the Si-MCM-41 is used as synthesized thus no further preparation is needed.…”

Section: Cycloaddition Reaction Using Si- Ga-or Al-mcm-41 Catalystsmentioning

confidence: 95%

“…Generally the catalysts for the cycloaddition of azide are solids which contain copper [29,[45][46][47], to our best knowledge, mesoporous Si-Ga-or Al-MCM-41 have never been studied for cycloaddition of aryl azides. Thus the aim of the present research is to compare the catalytic properties of a series of mesoporous catalyst including: (1) Si-MCM-41, (2) Ga-MCM-41, (3) Al-MCM-41, (4) and a mixture between homogeneous/heterogeneous catalysts.…”

Section: Introductionmentioning

confidence: 99%

Catalytic behavior of surfactant-containing-MCM-41 mesoporous materials for cycloaddition of 4-nitrophenyl azide

Boukoussa

Zeghada

Ababsa

et al. 2015

Applied Catalysis A: General

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International audienceSi-MCM-41, Ga-MCM-41 and Al-MCM-41 mesoporous catalysts (with Si/Al = 80 and Si/Ga = 80) were prepared by direct synthesis under hydrothermal crystallization method using sodium aluminate or gallium sulfate and tetraethyl orthosilicate (TEOS) as aluminum or gallium and silica sources, respectively. The structural features of the materials were determined by various physico-chemical techniques such as X-ray diffraction (XRD), nitrogen sorption at 77 K, Fourier transform infrared spectroscopy (FTIR), scanning and transmission electronic microscopy (SEM, TEM) and thermogravimetric analysis ATG. The catalytic activity of the calcined and as-synthesized catalyst was evaluated through the cycloaddition reaction of 4-nitrophenyl azide with activated alkenes at room temperature under liquid-phase conditions. High yields of 1,2,3-triazole were obtained. For comparison purpose, mixtures of homogeneous and heterogeneous catalyst Et3N/M-MCM-41 (M = Al or Ga) are also tested. The catalyst was used in five consecutive experiments without important loss of activity, confirming its stability. Finally, a new method for preparing triazoles in short reaction times was developed

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“…Also spherical Cu‐MCM‐41 nanoparticles were used for three‐component reaction of aldehydes, amines and alkynes . Cu(II)‐SBA‐15 was demonstrated as an efficient catalyst for the synthesis of 1,4‐triazoles via azide alkyne cycloaddition …”

Section: Introductionmentioning

confidence: 99%

New metal complexes supported on Fe₃O₄ magnetic nanoparticles as recoverable catalysts for selective oxidation of sulfides to sulfoxides

Hajjami

Kolivand

2016

Applied Organom Chemis

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Fe3O4 nanoparticles were coated with aminopropyltriethoxysilane and subsequently reacted with isatin to obtain imine‐bonded Fe3O4 nanoparticles. The addition of ZrOCl2⋅8H2O or CuCl2 led to the formation of complexes of Zr(IV)/isatin@Fe3O4 or Cu (II)/isatin@Fe3O4 as new magnetically separable catalysts. The synthesized catalysts were characterized using various techniques. These catalysts are shown to be efficient for chemo‐selective oxidation of sulfides to sulfoxides using hydrogen peroxide as oxidative agent. This system has many advantages, such as excellent level of reusability of magnetic catalysts, high yields, simplicity of separation of catalysts using an external magnet, environmental benignity and ease of handling. Copyright © 2016 John Wiley & Sons, Ltd.

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Copper(II) SBA-15: A reusable catalyst for azide–alkyne cycloaddition

Cited by 41 publications

References 62 publications

Copper (II) Oxide Nanoparticles as an Efficient Catalyst in the Azide–AlkyneCycloaddition

Copper (II) Oxide Nanoparticles as an Efficient Catalyst in the Azide–AlkyneCycloaddition

Catalytic behavior of surfactant-containing-MCM-41 mesoporous materials for cycloaddition of 4-nitrophenyl azide

New metal complexes supported on Fe₃O₄ magnetic nanoparticles as recoverable catalysts for selective oxidation of sulfides to sulfoxides

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Copper(II) SBA-15: A reusable catalyst for azide–alkyne cycloaddition

Cited by 41 publications

References 62 publications

Copper (II) Oxide Nanoparticles as an Efficient Catalyst in the Azide–AlkyneCycloaddition

Copper (II) Oxide Nanoparticles as an Efficient Catalyst in the Azide–AlkyneCycloaddition

Catalytic behavior of surfactant-containing-MCM-41 mesoporous materials for cycloaddition of 4-nitrophenyl azide

New metal complexes supported on Fe3O4 magnetic nanoparticles as recoverable catalysts for selective oxidation of sulfides to sulfoxides

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New metal complexes supported on Fe₃O₄ magnetic nanoparticles as recoverable catalysts for selective oxidation of sulfides to sulfoxides