Main Group Redox Catalysis of Organopnictogens: Vertical Periodic Trends and Emerging Opportunities in Group 15 DOI
Jeffrey M. Lipshultz, Gen Li, Alexander T. Radosevich

и другие.

Journal of the American Chemical Society, Год журнала: 2021, Номер 143(4), С. 1699 - 1721

Опубликована: Янв. 19, 2021

A growing number of organopnictogen redox catalytic methods have emerged-especially within the past 10 years-that leverage plentiful reversible two-electron chemistry Group 15. The goal this Perspective is to provide readers context understand dramatic developments in catalysis over decade with an eye toward future development. An exposition fundamental differences atomic structure and bonding pnictogens, thus molecular electronic compounds, presented establish backdrop against which reactivity-and ultimately catalysis-is framed. deep appreciation these underlying periodic principles informs understanding differing modes evokes key challenges field moving forward. We close by addressing forward-looking directions likely animate area years come. What new manifolds can be developed through creative catalyst reaction design that take advantage intrinsic reactivity pnictogens drive discoveries catalysis?

Язык: Английский

Electrochemical strategies for C–H functionalization and C–N bond formation DOI Creative Commons
Markus D. Kärkäs

Chemical Society Reviews, Год журнала: 2018, Номер 47(15), С. 5786 - 5865

Опубликована: Янв. 1, 2018

This review provides an overview of the use electrochemistry as appealing platform for expediting carbon–hydrogen functionalization and carbon–nitrogen bond formation.

Язык: Английский

Процитировано

880

Direct Photocatalyzed Hydrogen Atom Transfer (HAT) for Aliphatic C–H Bonds Elaboration DOI Creative Commons
Luca Capaldo, Davide Ravelli, Maurizio Fagnoni

и другие.

Chemical Reviews, Год журнала: 2021, Номер 122(2), С. 1875 - 1924

Опубликована: Авг. 6, 2021

Direct photocatalyzed hydrogen atom transfer (d-HAT) can be considered a method of choice for the elaboration aliphatic C–H bonds. In this manifold, photocatalyst (PCHAT) exploits energy photon to trigger homolytic cleavage such bonds in organic compounds. Selective bond may achieved by judicious abstractor (key parameters are electronic character and molecular structure), as well reaction additives. Different classes PCsHAT available, including aromatic ketones, xanthene dyes (Eosin Y), polyoxometalates, uranyl salts, metal-oxo porphyrin tris(amino)cyclopropenium radical dication. The processes (mainly C–C formation) most cases carried out under mild conditions with help visible light. aim review is offer comprehensive survey synthetic applications d-HAT.

Язык: Английский

Процитировано

809

Mechanistic Studies in Photocatalysis DOI Open Access
Luca Buzzetti, Giacomo E. M. Crisenza, Paolo Melchiorre

и другие.

Angewandte Chemie International Edition, Год журнала: 2018, Номер 58(12), С. 3730 - 3747

Опубликована: Окт. 19, 2018

Abstract The fast‐moving fields of photoredox and photocatalysis have recently provided fresh opportunities to expand the potential synthetic organic chemistry. Advances in light‐mediated processes mainly been guided so far by empirical findings quest for reaction invention. general perception, however, is that entering a more mature phase where combination experimental mechanistic studies will play dominant role sustaining further innovation. This Review outlines key consider when developing photochemical process, best techniques available acquiring relevant information. discussion use selected case highlight how investigations can be instrumental guiding invention development synthetically useful photocatalytic transformations.

Язык: Английский

Процитировано

760

Organocatalysis in Inert C–H Bond Functionalization DOI
Yan Qin, Lihui Zhu, Sanzhong Luo

и другие.

Chemical Reviews, Год журнала: 2017, Номер 117(13), С. 9433 - 9520

Опубликована: Фев. 13, 2017

As two coexisting and fast-growing research fields in modern synthetic chemistry, the merging of organocatalysis C–H bond functionalization is well foreseeable, joint force along this line has been demonstrated to be a powerful approach making inert more viable, predictable, selective. In review, we provide comprehensive summary over past decades. The review arranged by types bonds including alkane C–H, arene vinyl as those activated benzylic allylic alpha heteroatom such nitrogen oxygen. each section, discussion classified explicit organocatalytic mode involved.

Язык: Английский

Процитировано

670

Recent Advances in Minisci‐Type Reactions DOI
Rupert S. J. Proctor, Robert J. Phipps

Angewandte Chemie International Edition, Год журнала: 2019, Номер 58(39), С. 13666 - 13699

Опубликована: Март 20, 2019

Abstract Reactions that involve the addition of carbon‐centered radicals to basic heteroarenes, followed by formal hydrogen atom loss, have become widely known as Minisci‐type reactions. First developed into a useful synthetic tool in late 1960s Minisci, this reaction type has been constant use over last half century chemists seeking functionalize heterocycles rapid and direct manner, avoiding need for de novo heterocycle synthesis. Whilst originally protocols radical generation remain active today, they joined recent years new array strategies allow wider variety precursors often operate under milder more benign conditions. The surge interest transformations based on free reactivity meant numerous choices are now available chemist looking utilize reaction. Radical‐generation methods photoredox catalysis electrochemistry approaches which thermal cleavage or situ reactive precursors. This review will cover remarkably large body literature appeared topic decade an attempt provide guidance chemist, well perspective both challenges overcome those still remain. As logical classification advances nature precursor, with most concerned, control various selectivity aspects associated reactions also be discussed.

Язык: Английский

Процитировано

624

Photoredox-Mediated Routes to Radicals: The Value of Catalytic Radical Generation in Synthetic Methods Development DOI Creative Commons
Jennifer K. Matsui, Simon B. Lang,

Drew R. Heitz

и другие.

ACS Catalysis, Год журнала: 2017, Номер 7(4), С. 2563 - 2575

Опубликована: Март 14, 2017

Photoredox catalysis has experienced a revitalized interest from the synthesis community during past decade. For example, photoredox/Ni dual protocols have been developed to overcome several inherent limitations of palladium-catalyzed cross-couplings by invoking single-electron transmetalation pathway. This Perspective highlights advances made our laboratory since inception cross-coupling benzyltrifluoroborates with aryl bromides. In addition broadening scope trifluoroborate coupling partners, research using readily oxidized hypervalent silicates as radical precursors that demonstrate functional group compatibility is highlighted. The pursuit electrophilic partners beyond (hetero)aryl bromides also led incorporation new classes C(sp2)-hybridized substrates into light-mediated cross-coupling. Advances expand toolbox utilizing feedstock chemicals (e.g., aldehydes) access radicals were previously inaccessible trifluoroborates and are emphasized. Additionally, organic photocatalysts investigated replacements for their expensive iridium- ruthenium-based counterparts. Lastly, net C–H functionalization partner in an effort improve atom economy presented. An underlying theme all these studies value generating catalytic manner, rather than stoichiometrically.

Язык: Английский

Процитировано

554

Enhancing the potential of enantioselective organocatalysis with light DOI
Mattia Silvi, Paolo Melchiorre

Nature, Год журнала: 2018, Номер 554(7690), С. 41 - 49

Опубликована: Янв. 30, 2018

Язык: Английский

Процитировано

546

Technological Innovations in Photochemistry for Organic Synthesis: Flow Chemistry, High-Throughput Experimentation, Scale-up, and Photoelectrochemistry DOI
Laura Buglioni, Fabian Raymenants, Aidan Slattery

и другие.

Chemical Reviews, Год журнала: 2021, Номер 122(2), С. 2752 - 2906

Опубликована: Авг. 10, 2021

Photoinduced chemical transformations have received in recent years a tremendous amount of attention, providing plethora opportunities to synthetic organic chemists. However, performing photochemical transformation can be quite challenge because various issues related the delivery photons. These challenges barred widespread adoption steps industry. past decade, several technological innovations led more reproducible, selective, and scalable photoinduced reactions. Herein, we provide comprehensive overview these exciting advances, including flow chemistry, high-throughput experimentation, reactor design scale-up, combination photo- electro-chemistry.

Язык: Английский

Процитировано

540

Molecular Mechanisms Linking Oxidative Stress and Diabetes Mellitus DOI Open Access
Habib Yaribeygi, Thozhukat Sathyapalan, Stephen L. Atkin

и другие.

Oxidative Medicine and Cellular Longevity, Год журнала: 2020, Номер 2020, С. 1 - 13

Опубликована: Март 9, 2020

Type 2 diabetes mellitus (T2DM) is the most prevalent metabolic disorder characterized by chronic hyperglycemia and an inadequate response to circulatory insulin peripheral tissues resulting in resistance. Insulin resistance has a complex pathophysiology, it contributed multiple factors including oxidative stress. Oxidative stress refers imbalance between free radical production antioxidant system leading reduction of sensitivity contributing development T2DM via several molecular mechanisms. In this review, we present mechanisms which milieu contributes pathophysiology mellitus.

Язык: Английский

Процитировано

525

Photocatalytic transformations of lignocellulosic biomass into chemicals DOI
Xuejiao Wu, Nengchao Luo, Shunji Xie

и другие.

Chemical Society Reviews, Год журнала: 2020, Номер 49(17), С. 6198 - 6223

Опубликована: Янв. 1, 2020

This review highlights recent advances in photocatalytic transformations of lignocellulosic biomass (polysaccharides and lignin) into chemicals (in particular organic oxygenates).

Язык: Английский

Процитировано

523