Stabilized Cu/Cu2O nanoparticles on rGO as an efficient heterogeneous catalyst for Glaser homo-coupling

Lu, Weiyang; Sun, Wei; Tan, Xiaofeng; Gao, Lingfeng; Zheng, Gengxiu

doi:10.1016/j.catcom.2019.04.002

Cited by 40 publications

(13 citation statements)

References 33 publications

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“…Simultaneously, there is a satellite peak corresponding to each, and the characteristic peaks at 954.8 and 935.2 eV are attributed to 2p 1/2 and 2p 3/2 of the oxidized Cu 2+ , respectively. [ 1f,2a,6 ] This is the result of oxygen in the air reacting with metal Cu in the catalyst after the catalyst is prepared, resulting in a small amount of elemental Cu being oxidized to CuO. Furthermore, this phenomenon is consistent with the XRD pattern results of Figure 1a.…”

Section: Resultssupporting

confidence: 80%

“…[ 1a,e,10c ] Ultimately, water is formed by the combination of H protons and oxygen, accompanied by the oxidation of Cu 0 to Cu + to promote the next cycle. [ 3e,6,7e,10c ] In the case of Cu 2+ , it is reduced to Cu + after the reduction elimination process is implemented. Subsequently, the oxidation reaction is carried out as Cu + is oxidized to Cu 2+ again.…”

Section: Resultsmentioning

confidence: 99%

“…[ 5 ] In the past few decades, terminal alkynyl groups showed outstanding talent in various fields. [ 6 ] Palladium‐, copper‐catalytic systems have been successfully developed to achieve self‐coupling of terminal alkynes. [ 7 ] It is worth noting that copper is considered cheaper and easier to obtain than palladium at the same conversion rate.…”

Section: Introductionmentioning

confidence: 99%

See 2 more Smart Citations

High‐efficiency catalyst for copper nanoparticles attached to porous nitrogen‐doped carbon materials: Applied to the coupling reaction of alkyne groups under mild conditions

Jiang

Wang

et al. 2021

Applied Organom Chemis

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Supported catalysts have attracted extensive attention due to their excellent catalytic performance and reliability in heterogeneous catalysis. In this work, we report a general synthesis strategy that achieves the self‐coupling reaction of acetylene derivatives to 1,3‐diyne efficiently under conditions of copper catalyst impregnated on the precursor formed by acetone and urea. The experiments were performed by screening the base, solvent, temperature, and so forth to determine the optimum reaction conditions and then characterization and analysis of the catalyst. The results demonstrate that the Cu/CuO@CN(8) exhibits extraordinary reactivity to the self‐coupling reaction and achieves a high turnover frequency (TOF = 96.8). Typically, the conversion of phenylacetylene reaches 99.9% under the optimal reaction conditions of NaOH (2 mmol) and tert‐butanol (2 ml) and O2 (1 atm) at 60°C for 1 h. Nevertheless, it is worth noting that Cu/CuO@CN(8) has a large specific surface area (626.07 m2 g−1) and low metal loading (3.3%) measured by Brunauer Emmett–Teller (BET) and ICP‐OES, respectively. Simultaneously, kinetics and mechanism are also discussed and analyzed, and the thermodynamic energy value is calculated as 22.74 kJ mol−1. Besides, the optimum catalyst can be reused five times under optimal conditions without a significant decrease in reactivity.

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Section: Resultssupporting

confidence: 80%

Section: Resultsmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

See 1 more Smart Citation

High‐efficiency catalyst for copper nanoparticles attached to porous nitrogen‐doped carbon materials: Applied to the coupling reaction of alkyne groups under mild conditions

Jiang

Wang

et al. 2021

Applied Organom Chemis

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“…53 Without slight doubt, the most straightforward approach to the synthesis of symmetrical 1,3-diynes is the oxidative homo-coupling of two terminal alkynes, which known as the Glaser coupling. 54 Although numerous efficient metal nanocatalysts have been reported for this interesting and useful reaction (Table 4), [55][56][57][58][59][60][61][62][63][64][65][66][67][68][69][70] the nanometal-catalyzed hetero-coupling reactions between two different alkynes were less developed. Noteworthy, due to the competitive reaction pathways between homo-coupling and hetero-coupling reactions, synthesis of unsymmetrical 1,3-diynes is more difficult compared to the symmetrical ones.…”

Section: Constructing C(sp)-c(sp) Bondsmentioning

confidence: 99%

A walk around the application of nanocatalysts for cross-dehydrogenative coupling of C–H bonds

Wang

Abdolmohammadi

et al. 2019

RSC Adv.

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“…[Pd(ŋ3‐allyl)Cl(PPh 3 )] with NaOAc as a base and H 2 O: acetone as a solvent system at 25°C produced excellent yields (99%) and Cu/Cu 2 O‐NPs@rGO with Cs 2 CO 3 as a base, ethanol as a solvent at 80°C for 8 h gave 99% yield. [ 139 ] The catalytic efficiency of the catalyst was also studied; that is, it could be reused and recycled till fifth run without any loss in efficiency (Scheme 20).…”

Section: Go‐supported Metals As Catalystmentioning

confidence: 99%

Recent advancements in organic synthesis catalyzed by graphene oxide metal composites as heterogeneous nanocatalysts

Soni¹,

Sethiya²,

Sahiba³

et al. 2021

Applied Organom Chemis

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In the last decades, heterogeneous catalysis has emerged as a promising approach for sustainable synthesis. Among this, metal‐based graphene oxide (GO) as catalysts is widely used due to their unique properties such as physical and thermal stability of the catalysts in successive reaction runs and reusability. Metal‐supported GOs are quite prevalent and probably suitable acidic catalysts for both research laboratories and industrial processes. Herein, we have described the catalytic efficiency of various metal‐supported GO catalysts in different organic transformations like oxidation, reduction, multicomponent reactions, alkylation, condensation, dehydration, dehydrogenation, and Suzuki, Heck, and Sonogashira reactions. This article has been divided into three subsections: (i) GO‐supported metal as a catalyst, (ii) GO‐supported bimetal as a catalyst, and (iii) GO‐supported metal oxide as a catalyst for the easier understanding of the vast community of researchers. The foremost aim of this article is to summarize the uses of metal‐supported GO in the preparation of diverse synthetic molecules. The recent advancements in GO metal composites as catalysts with their applications have been deliberated.

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Stabilized Cu/Cu2O nanoparticles on rGO as an efficient heterogeneous catalyst for Glaser homo-coupling

Cited by 40 publications

References 33 publications

High‐efficiency catalyst for copper nanoparticles attached to porous nitrogen‐doped carbon materials: Applied to the coupling reaction of alkyne groups under mild conditions

High‐efficiency catalyst for copper nanoparticles attached to porous nitrogen‐doped carbon materials: Applied to the coupling reaction of alkyne groups under mild conditions

A walk around the application of nanocatalysts for cross-dehydrogenative coupling of C–H bonds

Recent advancements in organic synthesis catalyzed by graphene oxide metal composites as heterogeneous nanocatalysts

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