Ni/Photoredox-catalyzed coupling of aryl bromides and methylenecyclopropanes via selective distal bond cleavage DOI

Ben Mao,

Min Shi, Yin Wei

et al.

Organic Chemistry Frontiers, Journal Year: 2024, Volume and Issue: 11(18), P. 5033 - 5043

Published: Jan. 1, 2024

A series of 1,1-dibenzylethylene derivatives were obtained in moderate-to-good yields via double coupling aryl bromides and methylenecyclopropanes Ni/photoredox catalysis. The critical roles nickel this reaction disclosed.

Language: Английский

Mechanistic views and computational studies on transition-metal-catalyzed reductive coupling reactions DOI
Abing Duan,

Fengjiao Xiao,

Yu Lan

et al.

Chemical Society Reviews, Journal Year: 2022, Volume and Issue: 51(24), P. 9986 - 10015

Published: Jan. 1, 2022

Theoretical studies on transition-metal-catalyzed reductive coupling reactions have been summarized and discussed.

Language: Английский

Citations

26
Nickel-Catalyzed Desulfonylative Reductive Cross-Coupling of Aryl Sulfones with Aryl Bromides DOI

Xinmiao Huang,

Ling Tang,

Zhiyong Song

et al.

Organic Letters, Journal Year: 2023, Volume and Issue: 25(7), P. 1198 - 1203

Published: Feb. 9, 2023

Herein, a nickel catalysis system for desulfonylative C(sp2)–C(sp2) reductive cross-coupling reactions of aryl sulfone derivatives with range bromides has been established to form diverse biaryl compounds. The complex Ar–Ni(II)–SO2CF3 bearing phosphine ligand through oxidative addition Ni(0) species was isolated and confirmed by an X-ray, which provides solid evidence the understanding C(Ar)–SO2 bond activation reaction mechanism.

Language: Английский

Citations

16
Zinc and manganese redox potentials in organic solvents and their influence on nickel-catalyzed cross-electrophile coupling DOI Creative Commons
Zhi-Ming Su, Ruohan Deng, Shannon S. Stahl

et al.

Published: May 27, 2024

Zinc and manganese are widely used as reductants in synthetic methods, such nickel-catalyzed cross-electrophile coupling (XEC) reactions, but their redox potentials unknown organic solvents. Here, we show how open-circuit potential measurements may be to determine the thermodynamic of Zn Mn different solvents presence common reaction additives. The impact these is analyzed for a pair Ni-catalyzed each showing preference one two reductants. N-alkyl-2,4,6-triphenylpyridinium reagents (Katritzky salts) with aryl halides then compared under chemical conditions, using or reductants, electrochemical performed at applied corresponding reduction optimized achieve maximum yield. collective results illuminate important role reductant XEC reactions.

Language: Английский

Citations

5
Kinetics and Mechanism of PPh3/Ni-Catalyzed, Zn-Mediated, Aryl Chloride Homocoupling: Antagonistic Effects of ZnCl2/Cl– DOI Creative Commons
Nicole A. Fohn, Yuan Gao, Stephen Sproules

et al.

Journal of the American Chemical Society, Journal Year: 2024, Volume and Issue: 146(43), P. 29913 - 29927

Published: Oct. 18, 2024

The Ni/PPh

Language: Английский

Citations

5
Copper supported silica-based nanocatalysts for CuAAC and cross-coupling reactions DOI
Pitchaimani Veerakumar, Nithya Velusamy, Pounraj Thanasekaran

et al.

Reaction Chemistry & Engineering, Journal Year: 2022, Volume and Issue: 7(9), P. 1891 - 1920

Published: Jan. 1, 2022

Recent advances in Cu/SiO 2 -based heterogeneous catalysts for click reaction, C–N, C–S, and C–O coupling reactions are reviewed summarized.

Language: Английский

Citations

22
Cross-Electrophile Coupling of Aryl Chlorides with Alkyl Chlorides Using Rotating Magnetic Field and Metal Rods DOI
Xiaomei Feng, Xiangye Li, Ning Zhang

et al.

Journal of the American Chemical Society, Journal Year: 2025, Volume and Issue: unknown

Published: April 1, 2025

The pursuit of sustainable and environmentally benign methods techniques continues to challenge organic chemists. Herein, we report the development a novel approach in which electromagnetic induction could participate coupling chlorides using rotating magnetic field metal rods. In particular, describe application this strategy nickel-catalyzed cross-electrophile aryl with alkyl chlorides. Using these abundant commercially available organochlorides, such system allows reactions proceed broader scope than current protocols under mild conditions.

Language: Английский

Citations

0
Regioselective 1,2-Di(hetero)arylation of Activated and Unactivated Alkenes with (Hetero)aryl Chlorides DOI

Yingjun Lan,

Siqi Xie, Bin Liu

et al.

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

Published: May 1, 2025

Aryl chlorides are more commercially available and lower cost compared with aryl bromides iodides. However, the use of (hetero)aryl as radical precursors for di(hetero)arylation alkenes remains an underdeveloped area. Furthermore, existing examples theses reactions predominantly confined to activated alkenes. In this study, we introduce a photoirradiation-promoted benzophenone-catalyzed 1,2-di(hetero)arylation process that is applicable both unactivated alkenes, utilizing cyanoarenes sources. Importantly, method allows simultaneous introduction two heterocycles high regioselectivity.

Language: Английский

Citations

0
Decarbonylative C(sp2)–C(sp2) reductive cross-coupling of aroyl fluorides with aryl bromides by palladium/cobalt co-catalysis DOI
Chen He,

Zhiyong Song,

Wei Yao

et al.

Organic Chemistry Frontiers, Journal Year: 2024, Volume and Issue: 11(11), P. 3012 - 3018

Published: Jan. 1, 2024

Herein, we report a decarbonylative C(sp 2 )–C(sp ) reductive cross-coupling of aroyl fluorides with aryl bromides by palladium and cobalt co-catalysis.

Language: Английский

Citations

3
Influence of a Two-Fold Ligation Pattern on Iron-Mediated Aryl–Heteroaryl Cross-Electrophile Couplings DOI Creative Commons

Faycel Djebbar,

Lise‐Marie Chamoreau, Guillaume Lefèvre

et al.

JACS Au, Journal Year: 2025, Volume and Issue: unknown

Published: May 7, 2025

Language: Английский

Citations

0
Integrating aryl chlorides into nickel-catalyzed 1,1-difunctionalization of alkenes DOI

Caocao Sun,

Guoyin Yin

Chinese Chemical Letters, Journal Year: 2022, Volume and Issue: 33(12), P. 5096 - 5100

Published: April 19, 2022

Language: Английский

Citations

16