Werner Salt as Nickel and Ammonia Source for Photochemical Synthesis of Primary Aryl Amines DOI

Geyang Song,

Jiameng Song,

Qi Li

et al.

Angewandte Chemie, Journal Year: 2023, Volume and Issue: 136(6)

Published: Nov. 2, 2023

Abstract Cheap, stable and easy‐to‐handle Werner ammine salts have been known for more than a century; but they rarely used in organic synthesis. Herein, we report that the hexammine complex [Ni(NH 3 ) 6 ]Cl 2 can be as both nitrogen catalytic nickel source allow efficient amination of aryl chlorides presence amount bipyridine ligand under irradiation 390–395 nm light without need any additional catalysts. More 80 chlorides, including 20 drug molecules, were aminated, demonstrating practicality generality this method synthetic chemistry. A slow NH release mechanism is operation, obviating problem catalyst poisoning. Still interestingly, show salt easily recovered reused, solving difficult recovery transition metal The protocol thus provides an new strategy synthesis primary amines.

Language: Английский

Accelerated photochemical reactions at oil-water interface exploiting melting point depression DOI
Ya‐Ming Tian, Wagner Silva, Ruth M. Gschwind

et al.

Science, Journal Year: 2024, Volume and Issue: 383(6684), P. 750 - 756

Published: Feb. 15, 2024

Water can accelerate a variety of organic reactions far beyond the rates observed in classical solvents. However, using pure water as solvent introduces solubility constraints that have limited applicability efficient photochemistry particular. We report here formation aggregates between pairs arenes, heteroarenes, enamines, or esters with different electron affinities an aqueous medium, leading to oil-water phase boundary through substrate melting point depression. The active hydrogen atoms reactants engage bonds water, thereby accelerating photochemical reactions. This methodology realizes appealingly simple conditions for coupling complex solid molecules, including drug molecules are poorly soluble water.

Language: Английский

Citations

33

Redox-neutral carbon–heteroatom bond formation under photoredox catalysis DOI
Sumit Ghosh, Souvik Majumder, Debashis Ghosh

et al.

Chemical Communications, Journal Year: 2023, Volume and Issue: 59(46), P. 7004 - 7027

Published: Jan. 1, 2023

This feature article presents all the recent reports on photoredox-catalyzed redox-neutral carbon–heteroatom coupling reactions up to March 2023.

Language: Английский

Citations

29

CsPbBr3 Quantum Dots Promoted Depolymerization of Oxidized Lignin via Photocatalytic Semi‐Hydrogenation/Reduction Strategy DOI
Huating Jiang,

Minxia Liu,

Xiao Lian

et al.

Angewandte Chemie International Edition, Journal Year: 2024, Volume and Issue: 63(7)

Published: Jan. 3, 2024

Due to the demanding depolymerization conditions and limited catalytic efficiency, enhancing lignin valorization remains challenging. Therefore, lowering bond dissociation energy (BDE) has emerged as a viable strategy for achieving mild yet highly effective cleavage of bonds. In this study, photocatalytic semi-hydrogenation/reduction utilizing CsPbBr

Language: Английский

Citations

14

Interfacial Charge Transfer Regulates Photoredox Catalysis DOI Creative Commons
Chen Ye, De-Shan Zhang, Bin Chen

et al.

ACS Central Science, Journal Year: 2024, Volume and Issue: 10(3), P. 529 - 542

Published: Feb. 26, 2024

Photoredox catalytic processes offer the potential for precise chemical reactions using light and materials. The central determinant is identified as interfacial charge transfer, which simultaneously engenders distinctive behavior in overall reaction. An in-depth elucidation of main mechanism highlighting complexity transfer can occur through both diffusive direct models, revealing its sophisticated design complex transformations. fundamental photophysics uncover these comprehensive applications a clue future development. This research contributes to growing body knowledge on photoredox catalysis sets stage further exploration this fascinating area research.

Language: Английский

Citations

12

Werner Salt as Nickel and Ammonia Source for Photochemical Synthesis of Primary Aryl Amines DOI

Geyang Song,

Jiameng Song,

Qi Li

et al.

Angewandte Chemie International Edition, Journal Year: 2023, Volume and Issue: 63(6)

Published: Nov. 2, 2023

Cheap, stable and easy-to-handle Werner ammine salts have been known for more than a century; but they rarely used in organic synthesis. Herein, we report that the hexammine complex [Ni(NH

Language: Английский

Citations

18

Decyanative Heteroarylations of Glycine Derivatives DOI

Chenxing Zhou,

Dongsheng Ji, Xuxia Wang

et al.

Organic Letters, Journal Year: 2024, Volume and Issue: 26(25), P. 5323 - 5328

Published: June 17, 2024

Amino acids and aromatic nitrogen heterocycles are widely used in pharmaceuticals. Herein, we present an effective visible-light-driven thiobenzoic acid (TBA)-catalyzed decyanative C(sp3)–H heteroarylation of glycine derivatives. This process occurs under mild straightforward conditions, affording a range valuable yet challenging-to-obtain α-heteroaryl amino Moreover, this organocatalytic C(sp3)–C(sp2) bond formation reaction is applicable to the late-stage modification various short peptides.

Language: Английский

Citations

6

Amine‐Free, Directing‐Group‐Free and Redox‐Neutral α‐Alkylation of Saturated Cyclic Ketones DOI Open Access

Jia Qiao,

Rui‐Nan Ci,

Qi‐Chao Gan

et al.

Angewandte Chemie International Edition, Journal Year: 2023, Volume and Issue: 62(29)

Published: May 23, 2023

Abstract The activation of the α‐C−H bond ketones typically requires an amine and a directing group to guide reaction selectivity in amine‐catalysis carbonyl chemistry. For ketone, groups are also required control selectivity. Reported herein is first α‐alkylation cyclic absence catalyst group. 1 H NMR, XPS, EPR studies DFT calculations indicate that α‐carbon radical intermediate formed through direct selective inert chelating on surface colloidal quantum dots (QDs). Such interaction essential for weakening C−H bond, as exemplified, using CdSe QDs sole photocatalyst execute alkylation under visible‐light irradiation. Without group, high step‐ atom‐economy transformation redox‐neutral condition opens new way functionalization

Language: Английский

Citations

12

Visible Light-Driven Quantum Dot and Copper Photocatalysis for Room Temperature Azide–Alkyne Cycloaddition DOI
Sovan Dey, Mihir Manna, Ram Naresh Yadav

et al.

ACS Applied Nano Materials, Journal Year: 2025, Volume and Issue: 8(4), P. 1700 - 1708

Published: Jan. 15, 2025

Advancing efficient and sustainable catalytic systems for organic transformation remains a pivotal objective in contemporary chemistry. This research introduces an innovative method employing visible light-driven quantum dots copper photocatalysis to achieve azide–alkyne cycloaddition (AAC) reactions at room temperature. The synergistic action of (QDs) catalysts under light exposure ensures high reaction efficiency regio-selectivity, offering ecofriendly energy-saving alternative conventional thermal approaches. In this study, CdS QDs play dual role: they act as electron donors, reducing Cu(II) Cu(I), enable rapid completion light, even without inert atmosphere or any sacrificial donor. use immiscible solvents allows easy separation, exhibit impressive properties. demonstrates turnover number (TON) 0.96 × 106 frequency (TOF) 0.16 h–1. Furthermore, work showcases broad substrate compatibility, tolerating various functional groups achieving excellent yields up 99% shorter time 6 h, thus establishing it versatile strategy synthesizing 1,2,3-triazoles. study underscores the potential merging QD with metal catalysis promote advancement chemical processes.

Language: Английский

Citations

0

Surface Considerations in Colloidal Semiconductor Nanocrystal Photocatalysis: A Mini Review DOI
Emily Y. Tsui

Energy & Fuels, Journal Year: 2025, Volume and Issue: unknown

Published: April 9, 2025

Language: Английский

Citations

0

Estimating the quasi-Fermi level of holes at the surface of semiconductor photoanodes using outer-sphere redox couples DOI Creative Commons

Yuu Shioiri,

Keisuke Obata,

Yudai Kawase

et al.

Nature Communications, Journal Year: 2025, Volume and Issue: 16(1)

Published: April 17, 2025

Language: Английский

Citations

0