Selective Functionalization of C(sp3)—H Bonds via Photoredox/ Nickel Dual Catalysis DOI
Xiaoqin Wang, Sheng Xu, Yuanyuan Ping

et al.

Chinese Journal of Organic Chemistry, Journal Year: 2025, Volume and Issue: 45(2), P. 383 - 383

Published: Jan. 1, 2025

Language: Английский

Photodriven Methane Conversion on Transition Metal Oxide Catalyst: Recent Progress and Prospects DOI Creative Commons
Pu Wang, Run Shi, Jiaqi Zhao

et al.

Advanced Science, Journal Year: 2023, Volume and Issue: 11(8)

Published: Oct. 26, 2023

Methane as the main component in natural gas is a promising chemical raw material for synthesizing value-added chemicals, but its harsh conversion process often causes severe energy and environment concerns. Photocatalysis provides an attractive path to active convert methane into various products under mild conditions with clean sustainable solar energy, although many challenges remain at present. In this review, recent advances photocatalytic are systematically summarized. As basis of conversion, activation first elucidated from structural molecules. The study committed categorizing elucidating research progress laws intricate reactions according target products, including partial oxidation, reforming, coupling, combustion, functionalization. Advanced reactor designs also designed enrich options reliability performance evaluation. prospects discussed, which turn offers guidelines methane-conversion-related photocatalyst exploration, reaction mechanism investigation, advanced photoreactor design.

Language: Английский

Citations

43
Alkene dialkylation by triple radical sorting DOI
Johnny Wang, William L. Lyon, David W. C. MacMillan

et al.

Nature, Journal Year: 2024, Volume and Issue: 628(8006), P. 104 - 109

Published: Feb. 13, 2024

Language: Английский

Citations

35
Recent advances of decatungstate photocatalyst in HAT process DOI
Praveen P. Singh, Surabhi Sinha, Prashant Gahtori

et al.

Organic & Biomolecular Chemistry, Journal Year: 2024, Volume and Issue: 22(13), P. 2523 - 2538

Published: Jan. 1, 2024

The decatungstate anion (W

Language: Английский

Citations

28
A Bimolecular Homolytic Substitution-Enabled Platform for Multicomponent Cross-Coupling of Unactivated Alkenes DOI
Fei Cong,

Guo‐Quan Sun,

Si‐Han Ye

et al.

Journal of the American Chemical Society, Journal Year: 2024, Volume and Issue: 146(15), P. 10274 - 10280

Published: April 3, 2024

The construction of C(sp3)–C(sp3) bonds remains one the most difficult challenges in cross-coupling chemistry. Here, we report a photoredox/nickel dual catalytic approach that enables simultaneous formation two linkages via trimolecular alkenes with alkyl halides and hypervalent iodine-based reagents. reaction harnesses bimolecular homolytic substitution (SH2) mechanism chemoselective halogen-atom transfer (XAT) to orchestrate regioselective addition electrophilic nucleophilic radicals across unactivated without need for directing auxiliary. Utility is highlighted through late-stage (fluoro)alkylation (trideutero)methylation C═C bearing different patterns, offering straightforward access drug-like molecules comprising sp3-hybridized carbon scaffolds.

Language: Английский

Citations

24
Engaging Alkenes in Metallaphotoredox: A Triple Catalytic, Radical Sorting Approach to Olefin-Alcohol Cross-Coupling DOI
Qinyan Cai, Iona M. McWhinnie, Nathan W. Dow

et al.

Journal of the American Chemical Society, Journal Year: 2024, Volume and Issue: 146(18), P. 12300 - 12309

Published: April 24, 2024

Metallaphotoredox cross-coupling is a well-established strategy for generating clinically privileged aliphatic scaffolds via single-electron reactivity. Correspondingly, expanding metallaphotoredox to encompass new C(

Language: Английский

Citations

18
Enantioselective alkylation of α-amino C(sp3)−H bonds via photoredox and nickel catalysis DOI
Jian Li,

Bu‐Qing Cheng,

Xiaomin Shu

et al.

Nature Catalysis, Journal Year: 2024, Volume and Issue: 7(8), P. 889 - 899

Published: July 4, 2024

Language: Английский

Citations

18
The mechanism of visible light-induced C–C cross-coupling by Csp3–H bond activation DOI Creative Commons
Bholanath Maity, Sayan Dutta, Luigi Cavallo

et al.

Chemical Society Reviews, Journal Year: 2023, Volume and Issue: 52(16), P. 5373 - 5387

Published: Jan. 1, 2023

The chemistry and the reaction mechanisms behind four catalytic protocols currently available for visible light-induced C–C cross-coupling by activation of C sp 3 –H bonds are described.

Language: Английский

Citations

28
Asymmetric imino-acylation of alkenes enabled by HAT-photo/nickel cocatalysis DOI Creative Commons
Rui Wang, Chuan Wang

Chemical Science, Journal Year: 2023, Volume and Issue: 14(23), P. 6449 - 6456

Published: Jan. 1, 2023

By merging nickel-mediated facially selective aza-Heck cyclization and radical acyl C-H activation promoted by tetrabutylammonium decatungstate (TBADT) as a hydrogen atom transfer (HAT) photocatalyst, we accomplish an asymmetric imino-acylation of oxime ester-tethered alkenes with readily available aldehydes the source, enabling synthesis highly enantioenriched pyrrolines bearing acyl-substituted stereogenic center under mild conditions. Preliminary mechanistic studies support Ni(i)/Ni(ii)/Ni(iii) catalytic sequence involving intramolecular migratory insertion tethered olefinic unit into Ni(iii)-N bond enantiodiscriminating step.

Language: Английский

Citations

22
Visible-light induced direct C(sp3)–H functionalization: recent advances and future prospects DOI
Jia‐Lin Tu, Yining Zhu, Pengcheng Li

et al.

Organic Chemistry Frontiers, Journal Year: 2024, Volume and Issue: 11(18), P. 5278 - 5305

Published: Jan. 1, 2024

This review summarizes the latest methodological advances in photocatalytic C(sp 3 )–H functionalization, with a particular emphasis on formation of C–P, C–B, C–S bonds, etc ., and some prominent efforts asymmetric C–H functionalization.

Language: Английский

Citations

15
Enantioselective Construction of Quaternary Stereocenters via Cooperative Photoredox/Fe/Chiral Primary Amine Triple Catalysis DOI
Lianjie Li,

J.Z.H. Zhang,

W. Li

et al.

Journal of the American Chemical Society, Journal Year: 2024, Volume and Issue: 146(13), P. 9404 - 9412

Published: March 20, 2024

The catalytic and enantioselective construction of quaternary (all-carbon substituents) stereocenters poses a formidable challenge in organic synthesis due to the hindrance caused by steric factors. One conceptually viable potentially versatile approach is coupling C–C bond through an outer-sphere mechanism, accompanied realization enantiocontrol cooperative catalysis; however, examples such processes are yet be identified. Herein, we present method for creating different compounds with photoredox/Fe/chiral primary amine triple catalysis. This facilitates connection unactivated alkyl source tertiary moiety, which also rare. scalable process exhibits mild conditions, does not necessitate use base, possesses good functional-group tolerance. Preliminary investigations into underlying mechanisms have provided valuable insights reaction pathway.

Language: Английский

Citations

13