Unleashing the potentiality of metals: synergistic catalysis with light and electricity

Organic Chemistry Frontiers, Journal Year: 2024, Volume and Issue: 11(14), P. 4024 - 4040

Published: Jan. 1, 2024

This review provides a comprehensive overview of metal catalysis in photo-electrochemical systems, discussing reaction mechanisms and offering prospects for this triadic catalytic mode.

Language: Английский

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Recent advances in dual photoredox/nickel catalyzed alkene carbofunctionalised reactions

Chemical Communications, Journal Year: 2024, Volume and Issue: 60(68), P. 8946 - 8977

Published: Jan. 1, 2024

Alkene carbofunctionalization reactions have great potential for synthesizing complex molecules and constructing structures in natural products medicinal chemistry. Recently, dual photoredox/nickel catalysis has emerged as a novel strategy alkene carbofunctionalization. Nickel offers numerous advantages over other transition metals, such cost-effectiveness, abundance, low toxicity, moreover, it many oxidation states. catalysts exhibit excellent catalytic activity photoredox/transition metal catalysis, facilitating the formation of carbon-carbon or carbon-heteroatom bonds organic transformations. This review highlights latest advancements photoredox/nickel-catalyzed carbofunctionalizations includes literature published from 2020 to 2024.

Language: Английский

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Nickel/photoredox-catalyzed three-component silylacylation of acrylates via chlorine photoelimination

Chemical Science, Journal Year: 2024, Volume and Issue: 15(20), P. 7707 - 7713

Published: Jan. 1, 2024

By leveraging the synergistic interplay between nickel and photoredox catalysis, we have developed a three-component silylacylation strategy for various acrylates, yielding valuable building blocks with carbonyl silicon functionalities.

Language: Английский

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Electrochemical Difunctionalization of Alkenes

The Chemical Record, Journal Year: 2025, Volume and Issue: unknown

Published: Feb. 3, 2025

Abstract Owing to their wide utilizations in synthesis and products prevalence numerous natural products, pharmaceuticals functional materials, the alkene difunctionalization methods for selective transformations of olefins are important have attracted much attention form synthetic chemists. Among them, electrochemical reaction is particularly promising has becoming a potent sustainable tool alkenes into vicinal difunctionalized structures organic through simultaneous incorporation two groups. Herein, we summarize recent progress reactions according types as well category radicals over past five years. By selecting remarkable examples, elaborately discussed substrate scope mechanisms olefin reaction.

Language: Английский

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Three-Component 1,2-Carboalkynylation of Alkenes Via Cooperative Nickel/Photoredox Catalysis

Organic Letters, Journal Year: 2025, Volume and Issue: unknown

Published: March 24, 2025

A photoredox/nickel dual catalytic system was developed for the three-component 1,2-carboalkynylation of alkenes. This redox-neutral protocol enables efficient and divergent synthesis aliphatic alkynes in high yields with excellent regioselectivity, using readily available starting materials. The resulting adducts can be transformed into terminal alkynes, facilitating diverse downstream transformations. Mechanistic studies were performed to elucidate preferred pathway this alkene difunctionalization process.

Language: Английский

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Direct Alkene Functionalization via Photocatalytic Hydrogen Atom Transfer from C(sp3)–H Compounds: A Route to Pharmaceutically Important Molecules

Chemical Communications, Journal Year: 2024, Volume and Issue: unknown

Published: Jan. 1, 2024

Direct functionalization of alkenes with C(sp

Language: Английский

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DABCO‐Mediated Photoelectrochemical Three‐Component Sulfonocyclization of 3‐Aza‐1,5‐dienes

Chinese Journal of Chemistry, Journal Year: 2024, Volume and Issue: unknown

Published: Dec. 2, 2024

Comprehensive Summary Herein, we report a rare example of three‐component net‐oxidative sulfonylation SO 2 surrogate with an oxidatively activated radical precursor under mild and metal‐ external‐oxidant‐free conditions. The mildness sustainability the reaction are enabled by photoelectrocatalysis, 3‐aza‐1,5‐dienes, organotrifluoroborates 1,4‐diazabicyclo[2.2.2]octane bis(sulfur dioxide) adduct (DABSO) undergo sulfonylative cyclization to afford sulfono 4‐pyrrolin‐2‐ones in atom‐economical manner broad substrate scope good functional‐group tolerance. protocol is amenable late‐stage diversification complex molecular architectures as well gram‐scale synthesis. Sunlight could be used light source, conducted all‐solar mode using commercially available photovoltaic panel generate electricity situ . Mechanistic studies reveal that generated (DABCO), which was generally innocent previous reactions, functions electron shuttle between photocatalytic cycle reactants.

Language: Английский

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Photoinduced Ligand-to-Metal Charge Transfer (LMCT) in Organic Synthesis: Reaction Modes and Research Advances

Chemical Communications, Journal Year: 2024, Volume and Issue: unknown

Published: Dec. 20, 2024

In recent years, visible light-induced ligand-to-metal charge transfer (LMCT) has emerged as an attractive approach for synthesizing a range of functionalized molecules. Compared to conventional photoredox reactions, photoinduced LMCT activation does not depend on redox potential and offers diverse reaction pathways, making it particularly suitable the inert bonds functional modification complex organic This review highlights indispensable role in synthetic chemistry, with focus advancements LMCT-mediated hydrogen atom (HAT), C-C bond cleavage, decarboxylative transformations, radical ligand (RLT) reactions.

Language: Английский

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Asymmetric Alkylative Difunctionalization of Carbon‐Carbon Double Bonds by Aliphatic C–H Bond Activation

ChemCatChem, Journal Year: 2024, Volume and Issue: unknown

Published: Sept. 27, 2024

Abstract This paper highlights the latest advancements in asymmetric alkylative difunctionalization of carbon–carbon double bonds by utilizing aliphatic C─H substrates as alkyl radical precursors. By integrating different hydrogen atom transfer (HAT) processes with various transition metal catalytic systems, alkane can be efficiently converted into corresponding radicals, which then participate additions to followed stereoselective functionalizations a third component. These strategies leverage inexpensive, abundant, and readily available feedstocks rapidly construct complex chiral molecules, demonstrating high step economy. focuses on recent progress applications this area, provides comprehensive perspective current developments, suggests future directions alkane‐involved transformations.

Language: Английский

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Remote Migratory Reductive Arylation of Unactivated Alkenes Enabled by Electrochemical Nickel Catalysis

ChemSusChem, Journal Year: 2024, Volume and Issue: unknown

Published: Oct. 29, 2024

Transition metal-catalyzed cross-coupling reaction between organometallic reagents and electrophiles is a potent method for constructing C(sp

Language: Английский

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