Electroreductive Cross‐Electrophile Coupling (eXEC) Reactions DOI
Yaowen Liu, Pengfei Li, Yanwei Wang

и другие.

Angewandte Chemie International Edition, Год журнала: 2023, Номер 62(45)

Опубликована: Июнь 16, 2023

Abstract Electrochemistry utilizes electrons as a potent, controllable, and traceless alternative to chemical oxidants or reductants, typically offers more sustainable option for achieving selective organic synthesis. Recently, the merger of electrochemistry with readily available electrophiles has been recognized viable increasingly popular methodology efficiently constructing challenging C−C C‐heteroatom bonds in manner complex molecules. In this mini‐review, we have systematically summarized most recent advances electroreductive cross‐electrophile coupling (eXEC) reactions during last decade. Our focus on electrophiles, including aryl alkyl (pseudo)halides, well small molecules such CO 2 , SO D O.

Язык: Английский

Organic Electrochemistry: Molecular Syntheses with Potential DOI Creative Commons
Cuiju Zhu, Nate W. J. Ang, Tjark H. Meyer

и другие.

ACS Central Science, Год журнала: 2021, Номер 7(3), С. 415 - 431

Опубликована: Март 9, 2021

Efficient and selective molecular syntheses are paramount to

Язык: Английский

Процитировано

590

New Redox Strategies in Organic Synthesis by Means of Electrochemistry and Photochemistry DOI Creative Commons
Jinjian Liu, Lingxiang Lu, Devin Wood

и другие.

ACS Central Science, Год журнала: 2020, Номер 6(8), С. 1317 - 1340

Опубликована: Июль 16, 2020

As the breadth of radical chemistry grows, new means to promote and regulate single-electron redox activities play increasingly important roles in driving modern synthetic innovation. In this regard, photochemistry electrochemistry-both considered as niche fields for decades-have seen an explosive renewal interest recent years gradually have become a cornerstone organic chemistry. Outlook article, we examine current state-of-the-art areas electrochemistry photochemistry, well nascent area electrophotochemistry. These techniques employ external stimuli activate molecules imbue privileged control reaction progress selectivity that is challenging traditional chemical methods. Thus, they provide alternative entries known reactive intermediates enable distinct strategies were previously unimaginable. Of many hallmarks, electro- are often classified "green" technologies, promoting reactions under mild conditions without necessity potent wasteful oxidants reductants. This reviews most growth these with special emphasis on conceptual advances given rise enhanced accessibility tools trade.

Язык: Английский

Процитировано

377

Recent advances in electrochemical oxidative cross-coupling with hydrogen evolution involving radicals DOI
Yong Yuan, Jie Yang, Aiwen Lei

и другие.

Chemical Society Reviews, Год журнала: 2021, Номер 50(18), С. 10058 - 10086

Опубликована: Янв. 1, 2021

This tutorial review provides an overview of the most recent developments in electrochemical oxidative cross-coupling with hydrogen evolution involving radicals.

Язык: Английский

Процитировано

343

Advances on the Merger of Electrochemistry and Transition Metal Catalysis for Organic Synthesis DOI
Christian A. Malapit,

Matthew B. Prater,

Jaime R. Cabrera‐Pardo

и другие.

Chemical Reviews, Год журнала: 2021, Номер 122(3), С. 3180 - 3218

Опубликована: Ноя. 19, 2021

Synthetic organic electrosynthesis has grown in the past few decades by achieving many valuable transformations for synthetic chemists. Although electrocatalysis been popular improving selectivity and efficiency a wide variety of energy-related applications, last two decades, there much interest to develop conceptually novel transformations, selective functionalization, sustainable reactions. This review discusses recent advances combination electrochemistry homogeneous transition-metal catalysis synthesis. The enabling mechanistic studies are presented alongside advantages as well future directions address challenges metal-catalyzed electrosynthesis.

Язык: Английский

Процитировано

306

Scalable Photoelectrochemical Dehydrogenative Cross‐Coupling of Heteroarenes with Aliphatic C−H Bonds DOI

Pin Xu,

Peng‐Yu Chen,

Hai‐Chao Xu

и другие.

Angewandte Chemie International Edition, Год журнала: 2020, Номер 59(34), С. 14275 - 14280

Опубликована: Июнь 3, 2020

Heteroarenes are structural motifs found in many bioactive compounds and functional materials. Dehydrogenative cross-coupling of heteroarenes with aliphatic C-H bonds provides straightforward access to functionalized from readily available Established methods employ stoichiometric chemical oxidants under conditions heating or light irradiation. By merging electrochemistry photochemistry, we have achieved efficient photoelectrochemical dehydrogenative C(sp3 )-H donors through H2 evolution, without the addition metal catalysts oxidants. Mechanistically, donor is converted a nucleophilic carbon radical H-atom transfer chlorine atom, which produced by irradiation anodically generated Cl2 Cl- . The then undergoes substitution heteroarene afford alkylated products.

Язык: Английский

Процитировано

251

Electrophotocatalytic Decarboxylative C−H Functionalization of Heteroarenes DOI
Xiao‐Li Lai, Xiaomin Shu, Jinshuai Song

и другие.

Angewandte Chemie International Edition, Год журнала: 2020, Номер 59(26), С. 10626 - 10632

Опубликована: Март 30, 2020

Abstract Decarboxylative C−H functionalization reactions are highly attractive methods for forging carbon–carbon bonds considering their inherent step‐ and atom‐economical features the pervasiveness of carboxylic acids bonds. An ideal approach to achieve these dehydrogenative transformations is through hydrogen evolution without using any chemical oxidants. However, effective couplings by decarboxylative bond formation with proton reduction remain an unsolved challenge. Herein, we report electrophotocatalytic that merges organic electrochemistry photocatalysis efficient direct alkylation carbamoylation heteroaromatic compounds evolution. This method, which combines high efficiency selectivity in promoting decarboxylation superiority effecting reduction, enables coupling a wide range bases variety oxamic acids. Advantageously, this method scalable decagram amounts, applicable late‐stage drug molecules.

Язык: Английский

Процитировано

210

Single‐Atom Catalysts: A Sustainable Pathway for the Advanced Catalytic Applications DOI
Baljeet Singh, Vikas Sharma, Rahul P. Gaikwad

и другие.

Small, Год журнала: 2021, Номер 17(16)

Опубликована: Фев. 24, 2021

A heterogeneous catalyst is a backbone of modern sustainable green industries; and understanding the relationship between its structure properties key for advancement. Recently, many upscaling synthesis strategies development variety respectable control atomically precise catalysts are reported explored various important applications in catalysis energy environmental remediation. Precise atomic-scale has allowed to significantly increase activity, selectivity, some cases stability. This approach proved be relevant related technologies such as fuel cell, chemical reactors organic synthesis, Therefore, this review aims critically analyze recent progress on single-atom (SACs) application oxygen reduction reaction, evolution hydrogen and/or electrochemical transformations. Finally, opportunities that may open up future summarized, along with suggesting new possible exploitation SACs.

Язык: Английский

Процитировано

202

Bifunctional reagents in organic synthesis DOI
Huan‐Ming Huang, Peter Bellotti, Jiajia Ma

и другие.

Nature Reviews Chemistry, Год журнала: 2021, Номер 5(5), С. 301 - 321

Опубликована: Апрель 12, 2021

Язык: Английский

Процитировано

187

α-Fe2O3 as a versatile and efficient oxygen atom transfer catalyst in combination with H2O as the oxygen source DOI
Yukun Zhao, Chaoyuan Deng, Daojian Tang

и другие.

Nature Catalysis, Год журнала: 2021, Номер 4(8), С. 684 - 691

Опубликована: Авг. 9, 2021

Язык: Английский

Процитировано

186

Enantioselective Ni-Catalyzed Electrochemical Synthesis of Biaryl Atropisomers DOI
Hui Qiu, Bin Shuai,

Yun-Zhao Wang

и другие.

Journal of the American Chemical Society, Год журнала: 2020, Номер 142(22), С. 9872 - 9878

Опубликована: Май 11, 2020

A scalable enantioselective nickel-catalyzed electrochemical reductive homocoupling of aryl bromides has been developed, affording enantioenriched axially chiral biaryls in good yield under mild conditions using electricity as a reductant an undivided cell. Common metal reductants such Mn or Zn powder resulted significantly lower yields the absence electric current otherwise identical conditions, underscoring enhanced reactivity provided by combination transition catalysis and electrochemistry.

Язык: Английский

Процитировано

184