Ultrafine Pt nanoparticles supported on a dendrimer containing thiol groups: an efficient catalyst for the synthesis of benzimidazoles and benzothiazoles from benzyl alcohol derivatives in water

Nori, Zahra Zamani; Landarani‐Isfahani, Amir; Bahadori, Mehrnaz; Mirkhani, Valiollah; Tangestaninejad, Shahram; Mohammadpoor‐Baltork, Iraj

doi:10.1039/d0ra06471h

Cited by 21 publications

(5 citation statements)

References 47 publications

(49 reference statements)

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“…The catalytic activity of Ru/SrTiO 3 :Rh lasted more than a week, the selectivity reached 92 % [52] . The production of industrial materials (such as benzimidazole, benzothiazole and organic phosphine compounds) can be achieved through the substitution reaction of benzyl alcohol derivatives, [53,54] for example, the synthesis of phosphine sulfide (phosphine oxide) from alcohol derivatives and Ph 2 PI [55] . Ph 2 PI containing NaI has the exophilic ability to promote the conversion of oxo‐containing compounds and weakens the ability of pentavalent phosphine, which is not economical.…”

Section: Applications Of Pec In Organic Synthesismentioning

confidence: 99%

Research Progress in Organic Synthesis by Means of Photoelectrocatalysis

Zhang

Mushtaq

et al. 2021

The Chemical Record

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The rapid development of radical chemistry has spurred several innovative strategies for organic synthesis. The novel approaches for organic synthesis play a critical role in promoting and regulating the single‐electron redox activity. Among them, photoelectrocatalysis (PEC) has attained considerable attention as the most promising strategy to convert organic compounds into fine chemicals. This review highlights the current progress in organic synthesis through PEC, including various catalytic reactions, catalyst systems and practical applications. The numerous catalytic reactions suffer the high overpotential and poor conversion efficiency, depending on the design of electrolyzers and the reaction mechanisms. We also considered the recent developments with special emphasis on scientific problems and efficient solutions, which enhance accessibility to utilize and further develop the photoelectrocatalytic technology for the specific chemical bonds formation and the fabrication of numerous catalytic systems.

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Section: Applications Of Pec In Organic Synthesismentioning

confidence: 99%

Research Progress in Organic Synthesis by Means of Photoelectrocatalysis

Zhang

Mushtaq

et al. 2021

The Chemical Record

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“…Many heterogeneous catalysts have been reported for the oxidative coupling between alcohols and amines. Efficient noble metal-based catalysts have been described based on gold, − silver, ruthenium, , palladium, , platinum, and others. , However, these catalysts and processes have disadvantages; in some cases, oxygen pressure is required, combined with strong inorganic bases, demanding the use of special reactors . Moreover, the application of these materials on an industrial scale is very limited due to their high cost.…”

Section: Introductionmentioning

confidence: 99%

Cerium Oxide Nanoparticles Confined in Doped Mesoporous Carbons: A Strategy to Produce Catalysts for Imine Synthesis

et al. 2023

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A group of (doped N or P) carbons were synthesized using soluble starch as a carbon precursor. Further, ceria nanoparticles (NPs) were confined into these (doped) carbon materials. The obtained solids were characterized by various techniques such as N 2 physisorption, XRD, TEM, SEM, XPS, and XAS. These materials were used as catalysts for the oxidative coupling between benzyl alcohol and aniline as the model reaction. Ceria immobilized on mesoporous-doped carbon shows higher activity than the other materials, benchmark catalysts, and most of the previously reported catalysts. The control of the ceria NP size, the presence of Ce 3+ cations, and an increment in the disorder in the ceria NP structure caused by a support−ceria interaction could increase the number of oxygen vacancies and improve its catalytic performance. CN-meso/CeO 2 was also used as the catalyst for a rich scope of substrates, such as substituted aromatic alcohols, linear alcohols, and different types of amines. The influence of various reaction parameters (substrate content, reaction temperature, and catalyst content) on the activity of this catalyst was also checked.

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“…[ 30 ] Chandan's group described the synthesis of benzothiazoles from alcohols/aldehydes with 2‐aminothiophenol utilizing heterogeneous Pt nanoparticles as a catalyst. [ 17 ] In addition, Nori et al accounted the synthesis of benzothiazoles from alcohols and 2‐aminothiophenol catalyzed by Pt nanoparticles in the heterogeneous medium in 24 h. [ 31 ] Narang and coworkers documented the construction of benzazoles utilizing Co (II) catalyst under an oxygen atmosphere with limited substrate scope. [ 32a ] Following a thorough review of the literature, it is believed that there are no reports available for the direct fabrication of benzothiazoles utilizing Pd(II) pincer catalysts by ADC methodology.…”

Section: Introductionmentioning

confidence: 99%

Synthesis and structural characterization of palladium pincer complexes: Sustainable synthesis of benzothiazoles

Anandaraj

Saranya

Ramesh

2023

Applied Organom Chemis

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An efficient Pd(II)N^N^S pincer type catalysts‐promoted sustainable construction of pharmaceutically important benzothiazole derivatives from primary alcohols and 2‐aminothiophenol via acceptorless dehydrogenative coupling (ADC) method has been described. The newly synthesized ligand L2 and the Pd(II) complexes in addition to L1 and L3 were characterized by analytical and Fourier transform infrared spectroscopy (FT‐IR), UV–visible (UV–vis), and nuclear magnetic resonance (NMR) spectral techniques. Further, the ORTEP views of the complexes 2 and 3 were established by a single crystal XRD study, which evidenced the coordination of the thiosemicarbazone ligands and disclose the square‐planar geometry around the Pd(II) ion. The present homogeneous catalytic system involves synthesizing a range of benzothiazoles via C−S and C−N bond formation with excellent yields up to 93%. The described methodology employs a sustainable, highly abundant, and inexpensive alcohol as starting material using 1 mol% catalyst loading, and water and hydrogen gas are the only by‐products. Furthermore, a plausible mechanism involving in situ aldehyde formation via dehydrogenation of primary alcohols has been proposed. A large‐scale synthesis of 2‐(4‐methoxyphenyl)benzo[d]thiazole illustrates the synthetic utility of the present catalytic protocol.

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Ultrafine Pt nanoparticles supported on a dendrimer containing thiol groups: an efficient catalyst for the synthesis of benzimidazoles and benzothiazoles from benzyl alcohol derivatives in water

Abstract: A new heterogeneous reusable catalyst containing ultrafine Pt nanoparticles was synthesized and applied for the synthesis of benzimidazoles and benzothiazoles in water as a green solvent.

Cited by 21 publications

References 47 publications

Research Progress in Organic Synthesis by Means of Photoelectrocatalysis

Research Progress in Organic Synthesis by Means of Photoelectrocatalysis

Cerium Oxide Nanoparticles Confined in Doped Mesoporous Carbons: A Strategy to Produce Catalysts for Imine Synthesis

Synthesis and structural characterization of palladium pincer complexes: Sustainable synthesis of benzothiazoles

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