Halogen‐Atom Transfer Enabled Catalytic Enantioselective Coupling to Chiral Trifluoromethylated Alkynes via Dual Nickel and Photocatalysis

Angewandte Chemie International Edition, Год журнала: 2024, Номер 63(28)

Опубликована: Апрель 15, 2024

With halogen-atom transfer as an effective tool, a novel catalytic enantioselective protocol to generate chiral trifluoromethylated alkynes has been established by cooperative photoredox and nickel catalysis system, providing straightforward modular route access this type of product in good yields enantioselectivities. The process is essential for the reaction strategy offers another promising way utilize alkyl halides with highly negative reduction potentials. It firstly expands nickel-catalyzed asymmetric reductive cross-couplings organohalides from traditional single-electron transfer.

Язык: Английский

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Dual Nickel- and Photoredox-Catalyzed Asymmetric Reductive Cross-Couplings: Just a Change of the Reduction System?

Accounts of Chemical Research, Год журнала: 2024, Номер 57(14), С. 1997 - 2011

Опубликована: Июль 4, 2024

ConspectusIn recent years, nickel-catalyzed asymmetric coupling reactions have emerged as efficient methods for constructing chiral C(sp

Язык: Английский

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Mechanistic Insights into the Visible-Light-Driven O–Arylation of Carboxylic Acids Catalyzed by Xanthine-Based Nickel Complexes

Chemical Science, Год журнала: 2025, Номер unknown

Опубликована: Янв. 1, 2025

Experimental and theoretical investigations were conducted to gain insight into the mechanism of light-driven Ni-catalyzed arylation carboxylates.

Язык: Английский

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Enantioconvergent Cross-Electrophile Coupling of 2-Aryloxetanes with Aryl and Vinyl Halides, or Anhydrides

ACS Catalysis, Год журнала: 2025, Номер unknown, С. 7578 - 7587

Опубликована: Апрель 22, 2025

Язык: Английский

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Selective Alkylarylation Difunctionalization of 1,3-Butadienes via Nickel/Photoredox Dual Catalysis

Organic Letters, Год журнала: 2025, Номер unknown

Опубликована: Май 19, 2025

Photocatalytic multicomponent reactions are at the forefront of organic synthesis. In recent years, dicarbofunctionalization olefins has received significant attention, with nickel serving as a key transition metal catalyst under photochemical conditions. However, achieving regioselective 1,4-alkylarylation dienes alkyl and aryl bromides remains challenging. this work, we present Ni/photoredox dual catalysis approach for alkylarylation dienes, offering mild reaction that eliminates need stochiometric reductants. Broad substrate scope mechanistic investigations presented support proposed mechanism.

Язык: Английский

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From Structure to Function: Designing Iridium Catalysts with Spin-Forbidden Excitation for Low-Energy Light-Driven Reactions

Journal of the American Chemical Society, Год журнала: 2025, Номер unknown

Опубликована: Апрель 7, 2025

Herein we describe a comprehensive study of ligand effects on optoelectronic properties series Ir(III) catalysts which undergo formally spin-forbidden excitation using low-energy light. We demonstrate that electronic and steric tuning several variables can be explained by their impact the HOMO LUMO energies complex. Density functional theory calculations catalysts' adiabatic triplet agree with experimental results to within 0.05 eV average. As many these subtle are independent each other, merger them in single complex tends have an additive effect thus succeeded developing family highly oxidizing iridium photocatalysts operate excitation.

Язык: Английский

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Nickel-Catalyzed Enantioselective Three-Component 1,2-Alkylarylation of Alkenes with Arylboronic Acids as Arylation Reagents

ACS Catalysis, Год журнала: 2025, Номер unknown, С. 7833 - 7841

Опубликована: Апрель 25, 2025

Язык: Английский

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Nickel-catalyzed C(sp2)−C(sp3) cross-coupling to access benzyl Bpins of arylboronic acids with α-halo boronic esters

Communications Chemistry, Год журнала: 2025, Номер 8(1)

Опубликована: Май 6, 2025

Язык: Английский

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Halogen‐Atom Transfer Enabled Catalytic Enantioselective Coupling to Chiral Trifluoromethylated Alkynes via Dual Nickel and Photocatalysis

Angewandte Chemie, Год журнала: 2024, Номер 136(28)

Опубликована: Апрель 15, 2024

Abstract With halogen‐atom transfer as an effective tool, a novel catalytic enantioselective protocol to generate chiral trifluoromethylated alkynes has been established by cooperative photoredox and nickel catalysis system, providing straightforward modular route access this type of product in good yields enantioselectivities. The process is essential for the reaction strategy offers another promising way utilize alkyl halides with highly negative reduction potentials. It firstly expands nickel‐catalyzed asymmetric reductive cross‐couplings organohalides from traditional single‐electron transfer.

Язык: Английский

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Recent advancements in Ni/photoredox dual catalysis for the Csp3-Csp3 cross-coupling reactions

Organic Chemistry Frontiers, Год журнала: 2024, Номер 11(17), С. 4913 - 4925

Опубликована: Янв. 1, 2024

This minireview highlights recent advancements in the past five years (since 2019) Ni/photoredox dual catalysis for Csp 3 –Csp cross-coupling reactions.

Язык: Английский

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