NHC-Cu Three-Coordinate Complex as a Promising Photocatalyst for Energy and Electron Transfer Reactions DOI Creative Commons

Krzysztof Grudzień,

Zuzanna Szeptuch,

Hubert Kubiszewski

et al.

The Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: 89(12), P. 8546 - 8550

Published: June 3, 2024

Herein, we describe a simple three-coordinate complex of Cu(I) with an NHC and 1,10-phenanthroline ligands as effective photocatalyst for energy (e.g., olefin E/Z isomerization) electron transfer aryl halide dehalogenation) reactions under blue-light irradiation. This can be obtained in one-pot procedure starting from commercially available reagents green solvents (EtOH, water). We hereby present study its activity mechanistic insight into mode operation.

Language: Английский

Electrophotocatalytic Reductive 1,2‐Diarylationof Alkenes with Aryl Halides and Cyanoaromatics DOI

Liang Zeng,

Jing‐Hao Qin,

Gui‐Fen Lv

et al.

Chinese Journal of Chemistry, Journal Year: 2023, Volume and Issue: 41(16), P. 1921 - 1930

Published: April 7, 2023

Comprehensive Summary The radical‐mediated reductive functionalization of aryl halides has been extensively studied. However, the related intermolecular 1,2‐diarylation alkenes, using as radical sources, remains unexplored. Herein, a new electrophotocatalytic alkenes is reported and cyanoaromatics to produce polyarylated alkanes. Using synergistic cathodic reduction visible‐light photoredox catalysis, various electron‐rich electron‐deficient are combined with characterize broad substrate scope, excellent functional group compatibility, selectivity this reaction. Mechanistic investigations reveal that reaction may proceed via process initiated by generation radicals from terminated radical‐radical coupling cyanoaromatic anions.

Language: Английский

Citations

36

Generation and Application of Aryl Radicals Under Photoinduced Conditions DOI
Anupam Das, K. R. Justin Thomas

Chemistry - A European Journal, Journal Year: 2024, Volume and Issue: 30(31)

Published: March 28, 2024

Abstract Photoinduced aryl radical generation is a powerful strategy in organic synthesis that facilitates the formation of diverse carbon‐carbon and carbon‐heteroatom bonds. The synthetic applications photoinduced complex compounds, including natural products, physiologically significant molecules, functional materials, have received immense attention. An overview current developments production methods their uses given this article. A generalized idea how to choose reagents approach for radicals described, along with techniques associated mechanistic insights. Overall, article offers critical assessment results as well selection reaction parameters specific context cascades, cross‐coupling reactions, functionalization, selective C−H functionalization substrates.

Language: Английский

Citations

15

Visible Light Induced Photocatalyst‐Free C−X (X=B, C, O, P,S, Se) Bond Formation of Aryl Halides DOI
Jitender Singh, Nihal Singh, Anuj Sharma

et al.

Advanced Synthesis & Catalysis, Journal Year: 2024, Volume and Issue: 366(8), P. 1719 - 1737

Published: Feb. 29, 2024

Abstract Aryl halides are one of the most important chemical feedstocks in pharmaceuticals due to its easy accessibility, inexpensiveness, and widely utilized as aryl radical precursors organic synthetic chemistry. Conventionally, stoichiometric reagents such AIBN/n‐Bu 3 SnH were used for generation from halides, suffered requirement toxic initiators, high temperature thus, development simple, mild strategies highly desirable. Recently, visible light mediated received considerable attention, allowing under reaction conditions. The present review described recent breakthroughs advancements photocatalyst‐free C−B/C/O/P/Se/S bond formation halides.

Language: Английский

Citations

14

Electroreduction strategy: a sustainable tool for the generation of aryl radicals DOI
Xiaoqing Xie,

Wei Zhou,

Ruchun Yang

et al.

Organic Chemistry Frontiers, Journal Year: 2024, Volume and Issue: 11(15), P. 4318 - 4342

Published: Jan. 1, 2024

This review primarily focuses on the generation of aryl radicals via an electroreduction strategy, and systematically elaborates synthetic applications, scope, limitations substrates.

Language: Английский

Citations

9

The Strategies towards Electrochemical Generation of Aryl Radicals DOI
Xiaobao Zeng

Chemistry - A European Journal, Journal Year: 2024, Volume and Issue: unknown

Published: July 16, 2024

The advancement in electrochemical techniques has unlocked a new path for achieving unprecedented oxidations and reductions of aryl radical precursors controlled selective manner. This approach facilitates the construction aromatic carbon-carbon carbon-heteroatom bonds. In light green merits growing importance this technique chemistry, review aims to provide an overview recent advance generation radicals organized by precursor type, with focus on substrate scope, limitation, underlying mechanism, thereby inspiring future work generation.

Language: Английский

Citations

9

Efficient Catalytic Dehalogenation of Aryl Halides Under Mild Conditions Using Reusable Reduced Graphene Oxide Loaded Simple Transition Metal–Organic Framework DOI

Ilavarasan Lavanya,

Muthumuniyandi Nishanthan,

Rajendran Lakshmi Priya

et al.

Catalysis Letters, Journal Year: 2025, Volume and Issue: 155(2)

Published: Jan. 3, 2025

Language: Английский

Citations

1

Dearomative 1,4-Difunctionalization of Non-Activated Arenes Enabled by Boryl Radical-Mediated Halogen-Atom Transfer DOI
Chengliang Deng, Hao Wu,

Sheng Li

et al.

ACS Catalysis, Journal Year: 2025, Volume and Issue: unknown, P. 1294 - 1304

Published: Jan. 7, 2025

Given the widespread presence of spirocyclic scaffolds in natural products and pharmacologically relevant synthetic compounds, development efficient methodologies for their construction holds great importance medicinal chemistry pharmaceutical research. In this study, a general photochemical dearomative spirocyclization nonactivated arenes has been established. The key to method lies ability amine-borane radicals activate aryl bromides iodides via halogen-atom transfer, thereby allowing conversion halides into corresponding subsequent chemodivergent transformations. remarkable compatibility versatility 1,4-difunctionalization is showed by rapid assembly structurally diverse 1,4-cyclohexadiene-based spirocycles incorporating oxindole, indoline, or dihydrobenzofuran subunits. Moreover, potential utility protocol exemplified formal total synthesis vasopressin V2 receptor antagonist Satavaptan.

Language: Английский

Citations

1

CO2•– Enabled Synthesis of Phenanthridinones, Oxindoles, Isoindolinones, and Spirolactams DOI

Vijay Kumar Simhadri,

Rupam Sur,

Veera Reddy Yatham

et al.

The Journal of Organic Chemistry, Journal Year: 2025, Volume and Issue: unknown

Published: Feb. 28, 2025

We report herein that photoinduced CO2•– enabled reductive intramolecular radical cyclization of a variety aryl iodide derivatives to the corresponding phenanthridinone, oxindole, isoindolinone, and spirolactam in good yields. Preliminary mechanistic studies suggested generation through homolysis cesium formate presence light, further involvement was directly proved by trapping with diphenyl styrene TEMPO.

Language: Английский

Citations

1

Recyclable Mesoporous Graphitic Carbon Nitride Catalysts for the Sustainable Photoredox Catalyzed Synthesis of Carbonyl Compounds DOI
Kathiravan Murugesan, Arunachalam Sagadevan, Peng Lu

et al.

ACS Catalysis, Journal Year: 2023, Volume and Issue: 13(20), P. 13414 - 13422

Published: Oct. 3, 2023

The conversion of feedstock materials into useful chemical compounds through feasible processes is highly sought after from both industrial and environmental perspectives. In this study, we developed a simple scalable protocol for synthesizing aldehydes, ketones, amides abundant raw materials, such as alkanes, alkenes, carboxylic acids. Using photoactive mesoporous graphitic carbon nitride catalyst (mpg-CN) molecular oxygen, successfully transformed over 60 substrates in good yield selectivity. This method suitable the late-stage modification existing drug molecules their corresponding carbonyl derivatives can provide direct access to intermediates or oxidative decomposition degradation products important understanding biological pathways development. Additionally, our applicable large-scale preparation, mpg-CN be recycled without significant loss catalytic activity Comprehensive experiments, including labeled oxygen studies, support photo-oxidative mechanism.

Language: Английский

Citations

21

Visible-light-driven three-component reductive 1,2-diarylation of alkenes DOI Creative Commons
Tao Wang, Weijie Yu,

Jinping Lan

et al.

Chem Catalysis, Journal Year: 2023, Volume and Issue: 3(5), P. 100619 - 100619

Published: May 1, 2023

Language: Английский

Citations

17