Article
Chemistry, Analytical
Alexandra E. Jones, Andinet Ejigu, Bin Wang, Ralph W. Adams, Mark A. Bissett, Robert A. W. Dryfe
Summary: The electrochemical behavior of octafluoro-9,10-anthroquinone as the negative electrode couple in redox flow battery applications has been investigated. The reduction mechanism follows the classic EE process at low concentrations, but is influenced by factors such as the electrolyte cation. The stability of the dianion and the degradation of the electrode surface are also observed.
JOURNAL OF ELECTROANALYTICAL CHEMISTRY
(2022)
Article
Chemistry, Multidisciplinary
Kang Peng, Yuanyuan Li, Gonggen Tang, Yahua Liu, Zhengjin Yang, Tongwen Xu
Summary: In the development of aqueous organic redox flow batteries (AORFBs), anthraquinone derivatives (AQs) attract a great deal of attention as promising negative electrolytes. This study presents a solvation regulation strategy to extend the lifetime of 2,6-dihydroxyanthraquinone (DHAQ) electrolytes by incorporating tetramethylammonium cations (TMA(+)) to interfere with the solvation structure of DHAQ(2-)/DHAHQ(4-) anions. The strategy effectively reduces the capacity fade rate of DHAQ/K4Fe(CN)(6) cells caused by electrolyte decomposition.
ENERGY & ENVIRONMENTAL SCIENCE
(2023)
Article
Chemistry, Multidisciplinary
Thibault Thierry, Emmanuel Pfund, Thierry Lequeux
Summary: A metal-free alpha-aminomethylation of heteroaryls promoted by eosin Y under green light irradiation was reported. Precursor of alpha-aminomethyl radical species, alpha-trimethylsilylamines, were used to functionalize sulfonyl-heteroaryls following a Homolytic Aromatic Substitution (HAS) pathway. Investigation of the mechanism suggests the formation of a sulfonyl radical intermediate over a reductive quenching cycle in this late-stage functionalization of aryls.
CHEMISTRY-A EUROPEAN JOURNAL
(2021)
Article
Engineering, Environmental
Vincent Wing-hei Lau, Jiliang Zhang, Chang-Gi Lee, Yong-Mook Kang
Summary: Salification is a solubility reduction strategy for limiting the shuttle effect in organic batteries, but its applicability for oxidizable compounds is not clear. In this study, using two salts as case studies, it is shown that solubility reduction by the anion does not necessarily improve battery performance. The compatibility of electrode components and charge/discharge parameters also needs to be considered.
CHEMICAL ENGINEERING JOURNAL
(2022)
Article
Chemistry, Organic
Purushothaman Yamuna, Rose Mary Philip, Gopinathan Anilkumar
Summary: This study reviews the progress of nickel-catalyzed hydroamination reactions, including both homogeneous and heterogeneous catalytic systems. Nickel complexes have shown low cost, non-toxicity, and unique reactivity in this reaction.
Article
Chemistry, Multidisciplinary
Jimin Park, Florian Koehler, Georgios Varnavides, Marc-Joseph Antonini, Polina Anikeeva
Summary: The influence of external magnetic fields on electrochemical reactions in redox cofactor solutions was investigated, revealing that the magneto-hydrodynamic effect is the dominant mechanism for current increases. This framework can be used to study other electrochemical reactions involving redox cofactors.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2021)
Review
Chemistry, Physical
Thomas Wirth
Summary: The anodic oxidation of aryl iodides is a powerful method for the synthesis of hypervalent iodine compounds, offering a cost-effective and environmentally friendly alternative to using expensive or hazardous oxidants. These compounds can serve as mediators for valuable chemical transformations such as fluorinations and oxidative cyclisations. Recent advancements in flow electrochemistry provide additional benefits and drive the development of new concepts for sustainable chemistry.
CURRENT OPINION IN ELECTROCHEMISTRY
(2021)
Review
Chemistry, Organic
Weijie Chen, Daniel Seidel
Summary: This review provides a comprehensive overview of condensation-based methods for C-H bond functionalization of amines using azomethine ylides as key intermediates, which allow rapid transformation of simple starting materials into complex amines.
SYNTHESIS-STUTTGART
(2021)
Article
Chemistry, Organic
Aki Takeda, Marina Oka, Hiroki Iida
Summary: In this study, we describe a facile and atom-economical method for the synthesis of multisubstituted 2,3-dihydropyrroles. This method involves the flavin-iodine-catalyzed aerobic oxidativemultistep transformations of chalcones with beta-enamine ketones or 1,3-dicarbonyl compounds and amines. The reaction proceeds only with the consumption of O-2 (1 atm), resulting in the generation of green H2O as the sole waste product.
JOURNAL OF ORGANIC CHEMISTRY
(2023)
Review
Chemistry, Multidisciplinary
Na Chen, Hai-Chao Xu
Summary: Organic radicals, versatile synthetic intermediates with complementary reactivities to ionic species, have limited scope in electrochemically driven reactions; however, research activity in organic electrochemistry has significantly increased in recent years, with the development of methods for generating and utilizing organic radicals for synthesis through direct electrolysis, molecular electrocatalysis, or molecular electrophotocatalysis.
Article
Chemistry, Organic
Patrick Kielty, Benjamin A. Chalmers, Pau Farras, Dennis A. Smith, Fawaz Aldabbagh
Summary: Visible light activated benzimidazolequinone alkoxyamines of TMIO were synthesized using oxidative methods, and the first room temperature nitroxide-exchange experiments with TEMPO analogues were conducted, providing dissociation rate constants for the alkoxyamine TMIO-Vis.
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
(2021)
Article
Chemistry, Multidisciplinary
Vasco Corti, Mathias Kirk Thaegersen, Valdemar Juel Enemaerke, Nomaan M. Rezayee, Casper L. Barlose, Karl Anker Jorgensen
Summary: The first atroposelective aminocatalytic methodology for the construction of C-N atropisomers is described. By directly coupling indole-2-carboxaldehydes to ortho-quinones, a new library of functionalized and enantioenriched C-N atropisomers was obtained using a designed and synthesized aminocatalyst. The synthetic utility of these atropisomers was demonstrated through various transformations.
CHEMISTRY-A EUROPEAN JOURNAL
(2022)
Article
Chemistry, Multidisciplinary
Alessandra M. Zito, Daniel Bim, Santiago Vargas, Anastassia N. Alexandrova, Jenny Y. Yang
Summary: Current thermal technologies for CO2 capture are inefficient compared to electrochemical CCC. However, there is a lack of oxygen-stable redox carriers suitable for electrochemical CCC. Previous studies on quinone derivatives as redox carriers have shown a tradeoff between their reduction potential and CO2 binding constant. This study evaluates a large set of quinones for their properties and explores their structural and electronic relationships through quantum chemical calculations.
ACS SUSTAINABLE CHEMISTRY & ENGINEERING
(2022)
Article
Chemistry, Organic
Mikhaila D. Ritz, William D. Jones
Summary: In this study, an efficient and atom economical iron-catalyzed dehydrogenation of alcohols using electrochemically regenerable benzoquinones as mediators was developed. A cyclopentadienone iron complex was electrochemically studied and found to be effective in this system. This methodology was successfully applied to various secondary and primary alcohols, giving moderate to good yields of the desired products.
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
(2022)
Article
Biochemistry & Molecular Biology
Mindaugas Lesanavicius, Daisuke Seo, Narimantas Cenas
Summary: RpFNR is a novel thioredoxin reductase-type FNR with partly characterized redox properties. It can be oxidized by various nonphysiological electron acceptors, and the reactivity is influenced by the single-electron reduction midpoint potential of the compounds.
Article
Chemistry, Medicinal
Philip Garner, Philip B. Cox, Upendra Rathnayake, Nicholas Holloran, Paul Erdman
ACS MEDICINAL CHEMISTRY LETTERS
(2019)
Article
Biochemical Research Methods
Nicholas Holloran, Daniel Collins, Upendra Rathnayake, Bixia Zhang, Minseob Koh, ChulHee Kang, Philip Garner
BIOCONJUGATE CHEMISTRY
(2020)
