Electrophotocatalytic C−H Functionalization of N‐Heteroarenes with Unactivated Alkanes under External Oxidant‐Free Conditions DOI

Zhoumei Tan,

Xinrui He,

Kun Xu

и другие.

ChemSusChem, Год журнала: 2021, Номер 15(6)

Опубликована: Дек. 30, 2021

The Minisci alkylation of N-heteroarenes with unactivated alkanes under external oxidant-free conditions provides an economically attractive route to access alkylated but remains underdeveloped. Herein, a new electrophotocatalytic strategy alkyl radicals from strong C(sp3 )-H bonds was reported for the following reactions in absence chemical oxidants. This realized first example cerium-catalyzed reaction directly abundant excellent atom economy. It is anticipated that general design principle would enrich catalytic strategies explore functionalizations H2 evolution.

Язык: Английский

Paired Oxidative and Reductive Catalysis: Breaking the Potential Barrier of Electrochemical C(sp3)−H Alkenylation** DOI

Long Zou,

Xiaofan Wang,

Siqi Xiang

и другие.

Angewandte Chemie International Edition, Год журнала: 2023, Номер 62(24)

Опубликована: Апрель 1, 2023

Due to the intrinsic inertness of alkanes, strong oxidative conditions are typically required enable their C(sp3 )-H functionalization. Herein, a paired electrocatalysis strategy was developed by integrating catalysis with reductive in one cell without interference, which earth-abundant iron and nickel employed as anodic cathodic catalysts, respectively. This approach lowers previously high oxidation potential for alkane activation, enabling electrochemical functionalization at ultra-low ≈0.25 V vs. Ag/AgCl under mild conditions. Structurally diverse alkenes, including challenging all-carbon tetrasubstituted olefins, can be accessed using readily available alkenyl electrophiles.

Язык: Английский

Процитировано

46

Overview of Recent Scale-Ups in Organic Electrosynthesis (2000–2023) DOI
Dan Lehnherr, Longrui Chen

Organic Process Research & Development, Год журнала: 2024, Номер 28(2), С. 338 - 366

Опубликована: Янв. 18, 2024

This review summarizes examples of organic electrosynthesis from the peer-reviewed literature 2000 to 2023 that have been conducted on scales 20 g or above. A significant portion these were a ≤100 scale, while detailed reports kilogram-scale remain scarce in pharmaceutical industry. In addition chemical transformation, this also highlights type reactor used and projected productivity metric as ways compare different reports. The selected scale-ups described herein illustrate remaining challenges currently preventing routine use large-scale

Язык: Английский

Процитировано

44

Recent Advances in Electrochemical Carboxylation with CO2 DOI

Guo‐Quan Sun,

Li‐Li Liao,

Chuan‐Kun Ran

и другие.

Accounts of Chemical Research, Год журнала: 2024, Номер 57(18), С. 2728 - 2745

Опубликована: Сен. 3, 2024

ConspectusCarbon dioxide (CO

Процитировано

36

Recent Advances in the Electrochemical Defluorinative Transformations of C—F Bonds DOI

Qinhui Wan,

Ruixue Liu, Zhongyi Zhang

и другие.

Chinese Journal of Chemistry, Год журнала: 2024, Номер 42(16), С. 1913 - 1928

Опубликована: Апрель 24, 2024

Comprehensive Summary Organic fluorine compounds are ubiquitous and pivotally important organic molecules, yet their activation transformation have long been a formidable challenge due to the high energy low reactivity of C—F bonds. electrosynthesis, an environmentally benign synthetic method in chemistry, enables myriad chemical transformations without need for external redox reagents. In recent years, electrochemistry has emerged as powerful tool achieving bonds fluorine‐containing compounds. This review aims succinctly recapitulate latest advancements electrochemical defluorinative delve into reaction design, mechanistic insights, developmental prospects these methods. Key Scientists 1959, Lund was first pioneer electroreduction CF 3 CH group. Electrochemistry lately provided new opportunities efficient conversion fluorides. 2020, Zhou coworkers discovered carboxylation α‐CF alkenes. Lambert colleagues reported electrophotocatalytic amination aryl Electrochemical hydrodefluorination trifluoromethylketones developed by Lennox 2021. same year, Wang Guo disclosed radical alkylation alkenes with Katritzky salts alkyl precursors. Subsequently, Wu Liao described transition‐metal‐free, site‐selective arylation polyfluoroarenes (het)arenes using paired electrophotocatalysis. 2023, numerous efforts were made achieve bond activation. Xia organoboron‐controlled chemoselective sequential (deutero)hydrodefluorination trifluoroacetamides.

Язык: Английский

Процитировано

26

Electrochemical Deconstruction of Waste Polyvinylidene Chloride (PVDC) to Value‐Added Products in Batch and Flow DOI Open Access
S. K. Mishra,

Sourav Kar,

Raghavendrakumar Rangappa

и другие.

Chemistry - A European Journal, Год журнала: 2025, Номер unknown

Опубликована: Янв. 22, 2025

Abstract Chlorinated polymers have made enormous contributions to materials science and are commercially produced on a large scale. These chlorinated could be recycled as chlorine sources efficiently produce valuable compounds owing their facile release of HCl. Although the thermal stability PVDC is low compared PVC, this can advantageous in terms easy fast dehydrochlorination. Herein, we report an efficient electrochemical chlorination using poly(vinylidene chloride) (PVDC) source that works undivided cell applies good number examples. This method commodity such waste PVDC‐PVC pharma blister film, PVDC‐PO multilayer food packaging, compression molded sheets Ixan (with heat stabilizer) with similar efficiency. Furthermore, also provides dechlorination up 98 %, leading unsaturated dechlorinated material. Converting into more stable compounds, harmful chlorine‐containing gases during incineration minimized. Additionally, not only restricted batch processes but electroflow process for electrosynthesis has been demonstrated.

Язык: Английский

Процитировано

2

Ready, Set, Flow! Automated Continuous Synthesis and Optimization DOI Open Access
C. Breen, Anirudh M. K. Nambiar, Timothy F. Jamison

и другие.

Trends in Chemistry, Год журнала: 2021, Номер 3(5), С. 373 - 386

Опубликована: Март 7, 2021

Язык: Английский

Процитировано

102

Electrophotocatalytic Acetoxyhydroxylation of Aryl Olefins DOI
He Huang, Tristan H. Lambert

Journal of the American Chemical Society, Год журнала: 2021, Номер 143(19), С. 7247 - 7252

Опубликована: Май 5, 2021

A method for the acetoxyhydroxylation of olefins with syn stereoselectivity under electrophotocatalytic conditions is described. The procedure uses a trisaminocyclopropenium (TAC) ion catalyst visible light irradiation controlled electrochemical potential to convert aryl corresponding glycol monoesters high chemo- and diastereoselectivity. This reaction can be performed in batch or flow, enabling multigram synthesis monoester products.

Язык: Английский

Процитировано

100

Renewable resources for sustainable metallaelectro-catalysed C–H activation DOI Creative Commons
Ramesh C. Samanta, Tjark H. Meyer, Inke Siewert

и другие.

Chemical Science, Год журнала: 2020, Номер 11(33), С. 8657 - 8670

Опубликована: Янв. 1, 2020

The merger of C–H activation with electrosynthesis, powered by renewable energies and resources, will guide towards a sustainable future.

Язык: Английский

Процитировано

84

Recent advances in electrochemically driven radical fluorination and fluoroalkylation DOI

Zhenlei Zou,

Weigang Zhang, Yi Wang

и другие.

Organic Chemistry Frontiers, Год журнала: 2021, Номер 8(11), С. 2786 - 2798

Опубликована: Янв. 1, 2021

Electrochemical fluorination (ECF) refers to the introduction of fluorine-containing moieties into organic molecules under electrochemical conditions.

Язык: Английский

Процитировано

80

Electrochemically Driven Radical Reactions: From Direct Electrolysis to Molecular Catalysis DOI
Na Chen, Hai‐Chao Xu

The Chemical Record, Год журнала: 2021, Номер 21(9), С. 2306 - 2319

Опубликована: Март 18, 2021

Abstract Organic radicals are versatile synthetic intermediates that provide reactivities and selectivities complementary to ionic species. Despite its long history, electrochemically driven radical reactions remain limited in scope. In the past few years, there have been dramatic increase research activity organic electrochemistry. We developing electrochemical electrophotocatalytic methods for generation utilization of radicals. our studies, various species such as alkene arene cations carbon‐ heteroatom‐centered generated from readily available precursors through direct electrolysis, molecular electrocatalysis or electrophotocatalysis. These undergo inter‐ intramolecular oxidative transformations rapidly complexity. The simultaneous occurrence anodic oxidation cathodic proton reduction allows proceed H 2 evolution without external chemical oxidants.

Язык: Английский

Процитировано

78