دانلود رایگان مقاله لاتین سنتز پروپارگیل آمین کاتالیست نانوذرات مس از سایت الزویر
عنوان فارسی مقاله:
سنتز چند جزئی کارآمد پروپارگیل آمین کاتالیست نانوذرات مس در چارچوب کربن مشتق شده نانو متخلخل فلز آلی
عنوان انگلیسی مقاله:
Efficient multicomponent synthesis of propargylamines catalyzed by copper nanoparticles supported on metal-organic framework derived nanoporous carbon
سال انتشار : 2016
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مقدمه انگلیسی مقاله:
1. Introduction
The challenge for green and sustainable development demands more efficient chemical transformation with no or less waste emission [1], so green chemistry based on the conception of atom economy has received considerable attention over the last few years. In this connection, lots of multicomponent reactions have been designed for the synthesis of various complex molecules, and these reactions have the fundamental advantages of minimizing chemical waste generation, lowering costs, increasing atom-economy, saving energy and time, and avoiding expensive purification processes [2–4]. The A3 coupling (the aldehyde-alkyne-amine reaction) is a typical example, where propargylamines are produced as the products [5,6]. Recently, propargylamines have gained considerable attention owing to their widely applications in drug discovery for the synthesis of various nitrogen-containing biologically active compounds, such as oxazoles, β-lactam, pyrrolidines [7–9]. Many methods including activation C\\H bond of terminal alkynes using a wide range of metal-based (e.g. Cu, Ag, Au, Zn, etc.) catalysts have been developed for the synthesis of propargylamines over the last few years [10–12]. Unfortunately, in those systems, the homogenous catalysts are difficult to separate from the reaction products, which make the method not economical and environmentally attractive. In general, heterogeneous catalysts are preferred due to easier recycling, which is crucial for cost effective industrial processes. Various types of heterogeneous catalysts (e.g. Au, Ag, Cu, etc.) have been developed in recent years for the synthesis of propargylamines [2,13–17]. Among the different metals, copper is considered as the most prominent and promising one for its versatility, low cost, and low toxicity [18]. Wang and co-workers have prepared an Nheterocyclic carbon silica supported complex with CuI for the synthesis of propargylamines [19]. Naeimi and co-workers have used MCM-41 silica to immobilize Cu metal for the synthesis of propargylamines [20]. Yang and co-workers prepared a new class heterogeneous IRMOF-3- Gl-Cu catalyst by the covalent post-synthesis methodology and used to catalyze synthesis of propargylamines [21]. However, most of the supported catalysts involve some disadvantages such as tedious preparation of the catalyst, uneven distribution of the active sites, lower catalytic activity and so on. Therefore, exploring highly active and earth abundant non-noble metal-based heterogeneous catalysts for catalyzing A3 coupling reactions is highly desirable. Very recently, using metal-organic-frameworks (MOFs) as sacrificial templates or precursors for the fabrication of porous carbon materials has gained particular attention [22]. MOF-derived porous carbon can be fabricated by direct carbonization of MOFs without any additional carbon sources, the organic ligands in the MOFs served as the carbon sources. The merits of MOF-derived porous carbon involve high specific surface area and porosity, diversified and tailorable porous structure, excellent thermal and chemical stability [23]. So MOF-derived porous carbons should be excellent supports or host for metal nanoparticles. The MOF-derived porous carbon materials have found widelyapplications in gas adsorbent [24], catalysis [25], energy storage [26], supercapacitors [27,28] and carriers for drug delivery systems [29]. However, the applications of MOFs-derived nanoporous carbons as catalyst carriers are still in its infancy. MOF-5 is a three-dimensional (3D) cubic porous framework with Zn4O-clusters linked together through 1,4-benzenedicarboxylate-ligands [30], and it has large surface area, exceptional pore volume, relatively high thermal stability, which makes it a promising precursor or template to prepare porous carbon. In this work, nanoporous carbon was fabricated by direct carbonization of MOF-5 in nitrogen atmosphere without any additional carbon sources. The Cu nanoparticles were supported on the as-obtained porous carbon (MOF-5-C) by an impregnation method. The fabricated catalyst (Cu@MOF-5-C) was used to catalyze the A3 coupling reactions of aldehydes, alkynes, and amines. To the best of our knowledge, this is the first report about the application of MOF-derived porous carbon as catalyst support in the multicomponent synthesis of propargylamines. Due to the well dispersed Cu nanoparticles, high surface area as well as hierarchical pores of the MOF-5-C, and the synergetic interaction between the metal nanoparticles and the support, the Cu@MOF-5-C exhibited excellent catalytic activity for the A3 coupling reactions of aldehydes, alkynes, and amines.
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کلمات کلیدی:
Multicomponent Reactions: Concepts and Applications for Design and ... https://books.google.com/books?isbn=1118016009 Raquel P. Herrera, Eugenia Marqués-L?pez - 2015 - Science The first Au‐nanoparticles catalyzed green synthesis of propargylamines via a ... Impregnated copper on magnetite: an efficient and green catalyst for the ... A Multicomponent Synthesis of 2-Amino-3-cyanopyridine Derivatives ... www.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50532016000400759 by R Khalifeh - 2016 - Cited by 2 - Related articles An efficient and convenient method was developed for synthesis of ... facile methods for the synthesis of 2-amino-3-cyanopyridines, metal-catalyzed reactions have been developed. ... catalyst for synthesis of triazole, propargylamine and benzimidazole derivatives.- ... Synthesis of copper nanoparticles on charcoal (Cu/C). Copper Nanoparticles Supported on Agarose as a Bioorganic and ... pubs.acs.org/doi/abs/10.1021/sc500395b by M Gholinejad - 2014 - Cited by 25 - Related articles Oct 17, 2014 - Agarose-supported copper nanoparticles (CuNPs@agarose) were prepared by immobilization of copper bromide on ... Zirconium Doped Ceria Nanoparticles: An Efficient and Reusable Catalyst for a Green Multicomponent Synthesis of Novel ... Journal of Molecular Catalysis A: Chemical 2016 423, 77-84 ... One-Pot Synthesis of Propargylamines Using Ag(I)-Exchanged K10 ... pubs.acs.org/doi/abs/10.1021/sc400450t by M Jeganathan - 2014 - Cited by 22 - Related articles Dec 30, 2013 - Copper nanoparticles supported on graphene as an efficient catalyst for ... One-Pot Preparation of Propargylamines Catalyzed by ... Unprecedented one-pot multicomponent synthesis of propargylamines using Amberlyst A-21 ... Multicomponent Click Synthesis of 1, 2, 3-Triazoles from Epoxides in ... pubs.acs.org/doi/abs/10.1021/jo2016339 by F Alonso - 2011 - Cited by 103 - Related articles Sep 6, 2011 - Copper nanoparticles on activated carbon have been found to effectively .... One-Step Synthesis of Xanthones Catalyzed by a Highly Efficient ... Efficient three-component coupling reactions catalyzed by Cu 0 ... pubs.rsc.org/en/Content/ArticleHtml/2014/CY/c3cy00639e by BJ Borah - 2014 - Cited by 36 - Related articles The Cu0-nanoparticles serve as an efficient green and heterogeneous catalyst for ... Among the different multicomponent reactions, the catalytic coupling reaction of ... Several classical methods are available for the synthesis of propargylamines ... Cu(I) and Cu(II) complexes, and also various simple and inexpensive copper ...
