Preparation, Characterization and First Application of Graphene Oxide‐Metformin‐Nickel for the Suzuki Cross‐Coupling Reaction

Raoufi, Farveh; Monajjemi, Majid; Aghaei, Hossein; Zare, Kazem; Ghaedi, Mehrorang

doi:10.1002/slct.201903749

Cited by 13 publications

(11 citation statements)

References 64 publications

(32 reference statements)

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“…The coupling reaction between phenylboronic acid with phenyl iodide afforded maximum yield of 94 % with shortest reaction time of 45 min. The catalyst was reusable for six runs with no considerable catalytic loss [94] …”

Section: Guanylguanidines As Catalystmentioning

confidence: 99%

Guanylguanidines: Catalyst and Ligand for Organic Transformations

Bankar¹,

Kathuria

2022

ChemistrySelect

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Guanylguanidines are well known for their wide range of therapeutic applications such as antidiabetic, anticancer, antifilarial, antitrypanosomal, antiaging, etc. Apart from this, they have been explored in the field of crystal engineering, organic synthesis as substrate, non‐linear optics etc. Their metal complexation ability and superbasic nature has paved their way in the field of organocatalysis. In the recent past, various guanylguanidine derivatives have been synthesized and have proven to be excellent catalysts in several organic reactions which include transesterification, C−C and C−N coupling, oxidation, reduction, Beckmann rearrangement etc. However, the limited studies call for more focused research in this direction to fasten the process of development of environmental‐friendly methods. In this review, a comprehensive and systematic discussion of guanylguanidine based catalysts and their applications in various organotransformations has been compiled and discussed meticulously. This review aims to highlight guanylguanidine moiety as a potential catalyst that can be utilized for design and development of novel guanylguanidine based catalysts.

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Section: Guanylguanidines As Catalystmentioning

confidence: 99%

Guanylguanidines: Catalyst and Ligand for Organic Transformations

Bankar¹,

Kathuria

2022

ChemistrySelect

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“…Nickel (0) fabricated on GO catalyzes Suzuki cross‐coupling reactions. [ 135 ] One‐pot two component cross‐coupling reaction of various aryl halides and phenylboronic acid was accomplished with K 3 PO 4 using GO‐Met‐Ni (25 mg, 2.0 mol%) as a catalyst and toluene as a solvent at 80°C for 45–90 min (Scheme 18, Method 1). At the optimized reaction conditions, the best yield was obtained for the reaction in the presence of GO‐Met‐Ni (95%) as compared with other catalysts such as Ni(PPh 3 ) 2 /PCy 3 .HBF 4 (99%) in 1440 min, NiCl 2 (dppf) b (88%) in 960 min, NiCl 2 .6H 2 O (65%) in 720 min.…”

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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“…This molecule has been used as auxiliary medicine for cancer 19 , aging 20 , and covid-19 21 . Metformin can form chelates with transition metals such as copper, nickel, palladium, and cobalt for catalytic applications 22 – 27 . In a study performed in 2020 by Hamed and Ali, Cu(II)–metformin was immobilized on graphene oxide as an efficient catalyst for the Beckmann rearrangement 23 .…”

Section: Introductionmentioning

confidence: 99%

Tandem oxidative amidation of benzylic alcohols by copper(II) supported on metformin-graphitic carbon nitride nanosheets as an efficient catalyst

Ghafuri

Gorab

Dogari

2022

Sci Rep

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In this research, an efficient heterogeneous catalyst based on graphitic carbon nitride nanosheets (CN) has been reported. The CN was functionalized by 1,3-dibromopropane as a linker (CN–Pr–Br) and subsequently modified with metformin (CN–Pr–Met). Furthermore, the copper(II) was coordinated on modified CN (CN–Pr–Met–Cu(II)) and during this process, 7.94% copper(II) was loaded into the catalyst structure. The synthesized catalyst was evaluated by various techniques including fourier-transform infrared spectroscopy (FT-IR), energy dispersive X-ray spectroscopy (EDS), field emission scanning electron microscopy (FE-SEM), thermogravimetric analysis (TGA), X-ray diffraction (XRD), and inductively coupled plasma atomic emission spectroscopy (ICP-OES). CN–Pr–Met–Cu(II) was used as a catalyst in the synthesis of amides via the oxidation of benzyl alcohols. The conditions of this reaction were optimized in terms of temperature, time, amount of catalyst, type of base, oxidant, and solvent. Moreover, a variety of amides with an efficiency of 75–95% were synthesized. The reaction was carried out in the presence of benzyl alcohols, amine hydrochloride salts, tert-butyl hydroperoxide (TBHP), CaCO3, and CN–Pr–Met–Cu(II) at 80 °C of acetonitrile solvent. The synthesized catalyst can be easily separated from the reaction medium and reused for 7 consecutive runs without a significant reduction in reaction efficiency.

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Preparation, Characterization and First Application of Graphene Oxide‐Metformin‐Nickel for the Suzuki Cross‐Coupling Reaction

Cited by 13 publications

References 64 publications

Guanylguanidines: Catalyst and Ligand for Organic Transformations

Guanylguanidines: Catalyst and Ligand for Organic Transformations

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

Tandem oxidative amidation of benzylic alcohols by copper(II) supported on metformin-graphitic carbon nitride nanosheets as an efficient catalyst

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