Transfer hydrogenation of unsaturated bonds in the absence of base additives catalyzed by a cobalt-based heterogeneous catalyst

Long, Jilan; Zhou, Ying; Li, Yingwei

doi:10.1039/c4cc08946d

Cited by 99 publications

(44 citation statements)

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“…MOF‐derived materials also have been employed as heterogeneous catalysts for reduction reactions, such as unsaturated bonds hydrogenation, hydrogenation of diverse nitro compounds and so on. Li and co‐workers found that Co@C‐N materials derived from a Co‐containing MOF presented high activity and selectivity in the hydrogenation of a variety of unsaturated bonds, including CC, CC, NO, and CO bonds, with isopropyl alcohol in the absence of any base additives . The Cu 3 (BTC) 2 was used as both sacrificial template and copper precursor to give Cu/Cu 2 O composite for catalytic reduction of 4‐nitrophenol (4‐NP) to 4‐aminophenol (4‐AP) by NaBH 4 .…”

Section: Mofs For Heterogeneous Catalysismentioning

confidence: 99%

Metal–Organic Frameworks as Platforms for Catalytic Applications

et al. 2017

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Metal–organic frameworks (MOFs), also called porous coordination polymers, represent a class of crystalline porous materials built from organic linkers and metal ions/clusters. The unique features of MOFs, including structural diversity and tailorability as well as high surface area, etc., enable them to be a highly versatile platform for potential applications in many fields. Herein, an overview of recent developments achieved in MOF catalysis, including heterogeneous catalysis, photocatalysis, and eletrocatalysis over MOFs and MOF‐based materials, is provided. The active sites involved in the catalysts are particularly emphasized. The challenges, future trends, and prospects associated with MOFs and their related materials for catalysis are also discussed.

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Section: Mofs For Heterogeneous Catalysismentioning

confidence: 99%

Metal–Organic Frameworks as Platforms for Catalytic Applications

et al. 2017

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“…[184] Similar complexes with hemilabile OMe or pyridine ligands [185] [191] Some cobalt examples have recently been published; cobalt on a heterogeneous support was used in TH of C=O, C=N and C=C bonds using IPA as the reducing agent. [192] A cobalt catalyst containing a 'PNP' donor structure was used in ATH of a number of imines although the focus was on ketones and aldehydes. [193] Nickel nanoparticles have also been used in imino TH.…”

Section: Diastereoselective Asymmetric Reductionsmentioning

confidence: 99%

Imino Transfer Hydrogenation Reductions

Wills

2016

Top Curr Chem (Z)

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This review contains a summary of recent developments in the transfer hydrogenation of C=N bonds, with a particularly focus on reports from within the last 10 years and asymmetric transformations. However, earlier work in the area is also discussed in order to provide context for the more recent results described. I focus strongly on the Ru/TsDPEN class of asymmetric transfer hydrogenation reactions originally reported by Noyori et al., together with examples of their applications, particularly to medically valuable target molecules. The recent developments in the area of highly active imine-reduction catalysts, notably those based on iridium, are also described in some detail. I discuss diastereoselective reduction methods as a route to the synthesis of chiral amines using transfer hydrogenation. The recent development of a methodology for positioning reduction complexes within chiral proteins, permitting the generation of asymmetric reduction products through a directed modification of the protein environment in a controlled manner, is also discussed.

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“…Among the various dopants, nitrogen attracted most interest [15,[20][21][22]. and applications of transition metal/N-doped graphene (NGr) based catalytic systems ranges from oxygen reduction reactions (ORR) [23][24][25][26], hydrogen evolving reactions (HER) [27,28], photocatalysis [29,30], oxidation [31][32][33][34][35][36][37][38], and reduction [39][40][41][42][43][44] reactions of organic …”

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confidence: 99%

Co-based heterogeneous catalysts from well-defined α-diimine complexes: Discussing the role of nitrogen

Formenti

Ferretti

Topf

et al. 2017

Journal of Catalysis

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‡ These authors contributed equally to this work.Abstract: Ar-BIANs and related α-diimine Co complexes were wet impregnated onto Vulcan® XC 72 R carbon black powder and used as precursors for the synthesis of heterogeneous supported nanoscale catalysts by pyrolysis under argon at 800 °C. The catalytic materials feature a core-shell structure composed of metallic Co and Co oxides decorated with nitrogen-doped graphitic layers (NGr). These catalysts display high activity in the liquid phase hydrogenation of aromatic nitro compounds (110 °C, 50 bar H2) to give chemoselectively substituted aryl amines. The catalytic activity is closely related to the amount and type of nitrogen atoms in the final catalytic material, which suggests a heterolytic activation of dihydrogen.Keywords: cobalt, hydrogenation, nitro compounds, kinetic, heterolytic activation IntroductionCatalysis is a key-technology for the manufacturing of all kinds of bulk and fine chemical products. It allows for producing chemicals avoiding the formation of undesired and useless stoichiometric side products which leads to additional cost and energy consumption [1][2][3]. Many of the industrially relevant catalytic processes in the fine chemical industry are still based on expensive and rare late transition metals such as Pd, Pt, Rh, Ru and Ir [4,[1][2][3][4][5]. Although these metals exhibit very good catalytic performance for advanced organic substrates, the decreasing availability of these elements requires the development of efficient alternative metal-based catalysts [6]. In this regard, the design of catalytic systems based on abundant and biocompatible metals is an important goal for the implementation and progress of green and sustainable chemistry. Hence, transition metals such as Fe, Co and Cu are ideal candidates, which meet these requirements [7][8][9][10]. As a matter of fact, these elements are among the most abundant metals in the Earth's upper crust, thus being readily accessible [11]. Recently, heteroatom-doped carbon materials attracted major interest in the field of metal supported heterogeneous catalysts for both chemical synthesis [12][13][14] and/or energy-relevant transformations [15,16]. Indeed, doping graphene with heteroatoms such as N, B, P, or S leads to a radical modification of the electronic properties of both the support and the supported metal [17][18][19]. Consequently, it is possible to modify the activity and adjust the selectivity of the final catalytic material towards the desired transformation. Among the various dopants, nitrogen attracted most interest [15,[20][21][22]. and applications of transition metal/N-doped graphene (NGr) based catalytic systems ranges from oxygen reduction reactions (ORR) [23][24][25][26], hydrogen evolving reactions (HER) [27,28], photocatalysis [29,30], oxidation [31][32][33][34][35][36][37][38], and reduction [39][40][41][42][43][44] reactions of organic

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Transfer hydrogenation of unsaturated bonds in the absence of base additives catalyzed by a cobalt-based heterogeneous catalyst

Abstract: A novel non-noble Co@C-N catalytic system has been developed for catalytic transfer hydrogenation reactions. Co@C-N was found to be highly active and selective in the hydrogenation of a variety of unsaturated bonds with isopropanol in the absence of base additives.

Cited by 99 publications

References 59 publications

Metal–Organic Frameworks as Platforms for Catalytic Applications

Metal–Organic Frameworks as Platforms for Catalytic Applications

Imino Transfer Hydrogenation Reductions

Co-based heterogeneous catalysts from well-defined α-diimine complexes: Discussing the role of nitrogen

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