Highly Efficient Aqueous Synthesis of Propargylamines through C–H Activation Catalyzed by Magnetic Organosilica‐Supported Gold Nanoparticles as an Artificial Metalloenzyme

Aghahosseini, Hamideh; Rezaei, Seyed Jamal Tabatabaei; Tadayyon, Mahsa; Ramazani, Ali; Amani, Vahid; Ahmadi, Roya; Abdolahnjadian, Davod

doi:10.1002/ejic.201800085

Cited by 27 publications

(13 citation statements)

References 48 publications

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“…In 2018, Aghahosseini et al. disclosed their report on the synthesis of propargylamine using magnetic organosilica‐supported Au‐NPs (Au@SiO 2 ‐Cl@Fe 3 O 4 ) [152] . They reported the synthesis via C−H activation of phenylacetylene.…”

Section: Functionalization Of C−h Bond Via C−h Activationmentioning

confidence: 99%

“…With the great advance, considerable recent progress has been achieved in the development of support materials for supported NPs based heterogeneous catalysts. The majority of the support materials are silica [15–21] metal‐oxides [22–30] carbon‐based materials [31–36] and metal‐organic frameworks (MOFs) [37–40] . It has been reported that the catalytic activities of supported metal NPs catalysts can be tuned using a variety of metal‐support interaction types [10,41] .…”

Section: Introductionmentioning

confidence: 99%

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Supported Metal Nanoparticles Assisted Catalysis: A Broad Concept in Functionalization of Ubiquitous C−H Bonds

et al. 2021

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Supported metal nanoparticles (NPs) catalysed chemical transformations have been a vital area of research over the last few decades. Catalysis by supported NPs not only plays a pivotal role in the production of fine chemicals such as coupling products, heterocycles, alcohols, carbonyl compounds, acids, etc. but also provides sustainable chemical processes. The use of supported metal NPs provides a much prosperous basis than conventional homogeneous and heterogeneous catalysts for tuning reactivity, recyclability, high productivity and environment benevolent alternative for C−H functionalization. Consequently, as evidenced in the literature, various support materials such as silica, metal oxides, zeolites, carbon‐based materials, bio‐materials, magnetic materials, and MOFs have been moderately investigated in order to exploit their benefit in supported metal NPs catalyzed various C−H functionalizations. This review aims to summarize recent advances in the development of new support materials or novel supported NPs catalytic systems for functionalization of the challenging C−H bond under heterogeneous conditions. Furthermore, a deep scientific understanding of the mechanisms, active species, role of base and oxidants for these systems are also discussed to gain insight into the advance in the rational design of efficient catalytic systems, which may serve as an inspiration to researchers in their future work.

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Section: Functionalization Of C−h Bond Via C−h Activationmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Supported Metal Nanoparticles Assisted Catalysis: A Broad Concept in Functionalization of Ubiquitous C−H Bonds

et al. 2021

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“…Furthermore, copper(0) FS and copper(II) FS are the efficient catalysts in A 3 coupling and C−N coupling reactions, respectively. Gold(0) FS and gold(I) FS catalysts are used to promote A 3 coupling and Suzuki cross coupling reactions, respectively. While iron(III) FS catalyst is useful in the cross‐coupling reaction between olefins and aryl iodides, nickel(II) FS catalyst promotes the Kumada‐Corriu reaction .…”

Section: Applications and Advantages Of Fs‐based Catalystsmentioning

confidence: 99%

Functionalized Silicas for Metal‐Free and Metal‐Based Catalytic Applications: A Review in Perspective of Green Chemistry

Antony

Marimuthu

Yang

et al. 2019

The Chemical Record

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Heterogeneous catalysis plays a key role in promoting green chemistry through many routes. The functionalizable reactive silanols highlight silica as a beguiling support for the preparation of heterogeneous catalysts. Metal active sites anchored on functionalized silica (FS) usually demonstrate the better dispersion and stability due to their firm chemical interaction with FSs. Having certain functional groups in structure, FSs can act as the useful catalysts for few organic reactions even without the need of metal active sites which are termed as the covetous reusable organocatalysts. Magnetic FSs have laid the platform where the effortless recovery of catalysts is realized just using an external magnet, resulting in the simplified reaction procedure. Using FSs of multiple functional groups, we can envisage the shortened reaction pathway and, reduced chemical uses and chemical wastes. Unstable bio‐molecules like enzymes have been stabilized when they get chemically anchored on FSs. The resultant solid bio‐catalysts exhibited very good reusability in many catalytic reactions. Getting provoked from the green chemistry aspects and benefits of FS‐based catalysts, we confer the recent literature and progress focusing on the significance of FSs in heterogeneous catalysis. This review covers the preparative methods, types and catalytic applications of FSs. A special emphasis is given to the metal‐free FS catalysts, multiple FS‐based catalysts and magnetic FSs. Through this review, we presume that the contribution of FSs to green chemistry can be well understood. The future perspective of FSs and the improvements still required for implementing FS‐based catalysts in practical applications have been narrated at the end of this review.

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“…Nanomaterials may also be endowed with specific additional properties that enhance their applicative interest. For example, when MNPs are employed as photocatalysts [ 44 , 45 ], light-activation can promote the single electron transfer mechanism (SET), or alternatively, NPs with magnetic properties can be separated from the reaction mixture, simplifying product isolation [ 46 , 47 , 48 , 49 , 50 , 51 , 52 , 53 ].…”

Section: Introductionmentioning

confidence: 99%

Metal Nanoparticles as Sustainable Tools for C–N Bond Formation via C–H Activation

Valentini¹,

Piermatti²,

Vaccaro³

2021

Molecules

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The design of highly active metal nanoparticles to be employed as efficient heterogeneous catalysts is a key tool for the construction of complex organic molecules and the minimization of their environmental costs. The formation of novel C–N bonds via C–H activation is an effective atom-economical strategy to access high value materials in pharmaceuticals, polymers, and natural product production. In this contribution, the literature of the last ten years on the use of metal nanoparticles in the processes involving direct C–N bond formation will be discussed. Where possible, a discussion on the role and influence of the support used for the immobilization and/or the metal chosen is reported. Particular attention was given to the description of the experiments performed to elucidate the active mechanism.

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Highly Efficient Aqueous Synthesis of Propargylamines through C–H Activation Catalyzed by Magnetic Organosilica‐Supported Gold Nanoparticles as an Artificial Metalloenzyme

Cited by 27 publications

References 48 publications

Supported Metal Nanoparticles Assisted Catalysis: A Broad Concept in Functionalization of Ubiquitous C−H Bonds

Supported Metal Nanoparticles Assisted Catalysis: A Broad Concept in Functionalization of Ubiquitous C−H Bonds

Functionalized Silicas for Metal‐Free and Metal‐Based Catalytic Applications: A Review in Perspective of Green Chemistry

Metal Nanoparticles as Sustainable Tools for C–N Bond Formation via C–H Activation

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