Sulfated Tin Oxide as Highly Selective Catalyst for the Chlorination of Methane to Methyl Chloride

Kim, Young‐Min; Kim, Jip; Kim, Hyun Woo; Kim, Tae‐Wan; Kim, Hyung Ju; Chang, Hyunju; Park, Min Bum; Chae, Ho‐Jeong

doi:10.1021/acscatal.9b02645

Cited by 22 publications

(27 citation statements)

References 77 publications

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“…Kim and others, 21 developed an efficient STO catalyzed gas phase catalytic chlorination of CH4 (Scheme 10). Strong Lewis acidic sites are found to be responsible for this selectivity by cleaving Cl2 molecules in heterolytic approach as confirmed from DFT calculations.…”

Section: -2-2 N-boc (N-tert-butoxycarbonyl) Protection Of Aliphatic A...mentioning

confidence: 99%

Applications of Sulfated Tin Oxide (STO) in Organic Synthesis - from 2016 to 2021

Varala¹,

Dubasi²

2022

HETEROCYCLES

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In this mini-review, authors have briefed about the applications of sulfated tin oxide (STO) as bifunctional catalyst in various C-C, C-hetero bond formations. Synthesis of biologically relevant pyranoquinolines, benzimidazoles, benzodiazepines, fully substituted pyridines, dihydropyridines and isoxazoles were performed by heterogeneous recyclable and reusable solid acid catalyst, STO. In addition, methodologies such as N-Boc protection of amines, production of renewable less viscous, high-density fuel molecules from α-pinene, selective production of MeCl from CH4, esterification, tert-butylation and conversion of glucose into value added 5-hydroxymethylfurfural, were established by using STO as catalyst. CONTENTS 1. Introduction 2. Recent applications of STO (During 2016-2021) 2-1. Synthesis of Heterocycles 2-1-1. Synthesis of 2-amino-4H-pyranoquinolines 2-1-2. Synthesis of 1,4-dihydropyridine derivatives 2-1-2-1. Varala and co-workers 2-1-2-2. Munde and co-workers 2-1-3. Synthesis of fully functionalized pyridines 2-1-4. Synthesis of benzimidazoles 2-1-5. Synthesis of 1,5-benzodiazepine derivatives 2-1-6. Synthesis of 4-arylmethylidene-3-substituted-isoxazol-5(4H)-ones 2-2. Miscellaneous reactions 2-2-1. Coupling reactions of α-pinene to produce dimeric hydrocarbon products (fuels) 2-2-2. N-Boc (N-tert-butoxycarbonyl) protection of aliphatic, aromatic and cyclic amines 2-2-3. Gas phase catalytic chlorination of CH4 2-2-4. Esterification of levulinic acid 2-2-5. Esterification of propionic acid 2-2-6. tert-Butylation of phenol 2-2-7. Esterification of free fatty acids (FFA) 2-2-8. Conversion of D-glucose to 5-hydroxymethylfurfural (HMF) 3. Conclusion

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Section: -2-2 N-boc (N-tert-butoxycarbonyl) Protection Of Aliphatic A...mentioning

confidence: 99%

Applications of Sulfated Tin Oxide (STO) in Organic Synthesis - from 2016 to 2021

Varala¹,

Dubasi²

2022

HETEROCYCLES

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“…Gorin et al [39] studied methane chlorination kinetics in reactions between methane and molten salt consisting of KCl-CuCl-CuCl 2 in 1948. This area of research is still active today [40,41]. The highest selectivity achieved for CH 3 Br was 99% and 20% conversion of methane over 20% SbOF 3 /Al 2 O 3 at 200 • C, at GHSV (gas hour space velocity) of 100 mL/(g h) and CH 4 /Br 2 ratio of 5.…”

Section: Non-oxidative Catalytic Halogenationmentioning

confidence: 99%

A Review of Methane Activation Reactions by Halogenation: Catalysis, Mechanism, Kinetics, Modeling, and Reactors

et al. 2020

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Methane is the central component of natural gas, which is globally one of the most abundant feedstocks. Due to its strong C–H bond, methane activation is difficult, and its conversion into value-added chemicals and fuels has therefore been the pot of gold in the industry and academia for many years. Industrially, halogenation of methane is one of the most promising methane conversion routes, which is why this paper presents a comprehensive review of the literature on methane activation by halogenation. Homogeneous gas phase reactions and their pertinent reaction mechanisms and kinetics are presented as well as microkinetic models for methane reaction with chlorine, bromine, and iodine. The catalysts for non-oxidative and oxidative catalytic halogenation were reviewed for their activity and selectivity as well as their catalytic action. The highly reactive products of methane halogenation reactions are often converted to other chemicals in the same process, and these multi-step processes were reviewed in a separate section. Recent advances in the available computational power have made the use of the ab initio calculations (such as density functional theory) routine, allowing for in silico calculations of energy profiles, which include all stable intermediates and the transition states linking them. The available literature on this subject is presented. Lastly, green processes and the production of fuels as well as some unconventional methods for methane activation using ultrasound, plasma, superacids, and light are also reviewed.

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“…SnO 2 , which possesses many merits such as abundant reserve, low cost, environmental friendliness and chemical stability, is emerging as a promising catalytic material in many applications. 30–37 For example, Wang et al 32 developed a new-type Fe–SnO 2 catalyst for ambient N 2 fixation. The experimental and theoretical results indicated that the OV-anchored single-atom Fe can effectively adsorb and activate N 2 , lowering the energy barrier for the vital breakage of chemically inert N 2 molecules.…”

Section: Introductionmentioning

confidence: 99%

Experimental and theoretical investigation of the tuning of electronic structure in SnO₂viaCo doping for enhanced styrene epoxidation catalysis

Liu

Shi

et al. 2022

Catal. Sci. Technol.

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Sulfated Tin Oxide as Highly Selective Catalyst for the Chlorination of Methane to Methyl Chloride

Cited by 22 publications

References 77 publications

Applications of Sulfated Tin Oxide (STO) in Organic Synthesis - from 2016 to 2021

Applications of Sulfated Tin Oxide (STO) in Organic Synthesis - from 2016 to 2021

A Review of Methane Activation Reactions by Halogenation: Catalysis, Mechanism, Kinetics, Modeling, and Reactors

Experimental and theoretical investigation of the tuning of electronic structure in SnO₂viaCo doping for enhanced styrene epoxidation catalysis

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Sulfated Tin Oxide as Highly Selective Catalyst for the Chlorination of Methane to Methyl Chloride

Cited by 22 publications

References 77 publications

Applications of Sulfated Tin Oxide (STO) in Organic Synthesis - from 2016 to 2021

Applications of Sulfated Tin Oxide (STO) in Organic Synthesis - from 2016 to 2021

A Review of Methane Activation Reactions by Halogenation: Catalysis, Mechanism, Kinetics, Modeling, and Reactors

Experimental and theoretical investigation of the tuning of electronic structure in SnO2viaCo doping for enhanced styrene epoxidation catalysis

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Experimental and theoretical investigation of the tuning of electronic structure in SnO₂viaCo doping for enhanced styrene epoxidation catalysis