Electron Donor‐Acceptor (EDA) Complex Enabled C−C Cross‐Coupling Reactions of α‐Amino Radicals

Asian Journal of Organic Chemistry, Год журнала: 2024, Номер 13(6)

Опубликована: Апрель 18, 2024

Abstract Electron‐donor acceptor (EDA) complex has been an integral part of visible‐light photocatalysis and is different from the traditional photoredox catalysis, which requires exogenous photocatalyst, typically a colored compound to initiate photocatalytic cycle. Interestingly, EDA‐complex photochemistry found profound use in activating inert α‐C−H bonds amines. The strategy relied upon formation between donor (amine) (Lewis acid), harvesting light energy perform SET process generate radical cation anion intermediates. then loses activated acidic proton (because SET, acidity α‐proton increases by lowering BDE) form α‐amino radical, participates various C−C coupling cascades. In this review, conceptual approaches for generation radicals their bond‐forming reaction under triggered will be discussed with particular emphasis on mechanism 2018 onwards.

Язык: Английский

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Photochemical Reactions of Sulfur Ylides

Current Organic Chemistry, Год журнала: 2024, Номер 28(13), С. 978 - 990

Опубликована: Май 6, 2024

Abstract: Photochemical reactions offer unparalleled opportunities to access elusive chemical pathways and develop innovative strategies for constructing complex molecules. Within organic synthesis, photochemical have become indispensable tools accessing molecular structures, such as pharmaceuticals natural products. The ability of sulfur ylides participate in these diverse processes has made them the synthetic chemist's toolbox. use transformations garnered significant attention chemistry community, they serve powerful intermediates several transformations. This review article presents a comprehensive overview mediated by ylides. Herein, we describe key aspects reactivity presence light. compounds can be classified into three categories: energy acceptors, electron donors, trapping reagents.

Язык: Английский

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Recent Progress in C–S Bond Formation via Electron Donor-Acceptor Photoactivation

Organic & Biomolecular Chemistry, Год журнала: 2025, Номер unknown

Опубликована: Янв. 1, 2025

This review summarizes recent progress in EDA complex-promoted C–S bond formation using various sulfur-containing substrates under mild conditions via visible light irradiation.

Язык: Английский

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Electron Donor-Acceptor (EDA) Complex-Driven Activation of N-α C—H Bonds

Chinese Journal of Organic Chemistry, Год журнала: 2025, Номер 45(2), С. 559 - 559

Опубликована: Янв. 1, 2025

Язык: Английский

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Dual Ligands Unlocking Iron and Halogen-Containing Carboxylates-based Photocatalysis for Chloro/Fluoro-Polyhaloalkylation of Alkenes

Chemical Science, Год журнала: 2024, Номер unknown

Опубликована: Янв. 1, 2024

Dual ligand-enabled iron photocatalysis for the conversion of all kinds halogen-containing carboxylates (C n X m COO − , X: F, Cl, Br) to C radicals is disclosed chloro/fluoro-polyhaloalkylation non-activated alkenes.

Язык: Английский

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Photoactivated Reactions without Traditional Photocatalysts: Electron-Donor Complexation of 1,2,3-Triazoles Initiates Denitrogenative Transformations

The Journal of Organic Chemistry, Год журнала: 2024, Номер 89(18), С. 13243 - 13252

Опубликована: Сен. 10, 2024

We present a set of visible-light-promoted denitrogenative transformations 1,2,3-triazoles that generate high product yields without the use traditional, external photocatalyst, with reaction viable for both benzotriazole and benzotriazinone. Mechanistic studies using UV-vis absorption,

Язык: Английский

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Investigating the Effects of Pulsed LED Irradiation in Photoredox Catalysis: A Pilot Study

Organometallics, Год журнала: 2024, Номер unknown

Опубликована: Сен. 10, 2024

Язык: Английский

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Dual Ligand-Tuned Iron and Halogen-Contained Carboxylates-based Photocatalysis for Chloro/Fluoro-Polyhaloalkylation of Alkenes

Research Square (Research Square), Год журнала: 2024, Номер unknown

Опубликована: Март 1, 2024

Herein, we demonstrate a practical dual ligand-tuned iron-based photocatalyzed decarboxylation paradigm—translating all kinds of halogen-contained carboxylates (C_nX_mCOO^-, X: F, Cl, Br) into C_nX_m radical for the valuable chloro/fluoro-polyhaloalkylation non-activated alkenes through utilizing easily available trichloroacetonitrile and selectfluor as electrophilic halogenation reagents, respectively, in which modular assembly ligand—bipyridines acetonitriles to situ-generated ferric produce effective iron C_nX_mCOO^--based light-harvesting species release visible light conditions is evidenced by detailed mechanistic studies. The late-stage modification, low loading amount (TON: 257) feasible gram-scale synthesis show utility this protocol. We thus anticipate that photocatalysis may have an aptitude activation transformation inert bulk chemicals.

Язык: Английский

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To cyclize or not? Synthesis of heterocycles through electro-oxidation of N,N-$$\hbox {dimethylaniline}^\dag$$

Chemical Papers, Год журнала: 2024, Номер unknown

Опубликована: Ноя. 21, 2024

Язык: Английский

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