Development of Cyanopyridazine Derivatives as Photoredox Catalysts and Evaluation of their Catalytic Performance DOI

Yinhong Tang,

Yan Liu,

Peng Zhu

et al.

Advanced Synthesis & Catalysis, Journal Year: 2024, Volume and Issue: 366(11), P. 2527 - 2533

Published: Feb. 26, 2024

Abstract An array of cyanopyridazine derivatives have been developed through a sequence (3+3) cycloaddition/oxidative aromatization/derivatization steps. Investigation the physicochemical properties these compounds shows that four interesting fluorescence and potential to be into bimodal photoredox catalysts. One has confirmed an catalyst in reactions N ‐aryl‐ tetrahydroisoquinolines with phosphite, nitromethane, malonitrile sodium thiocyanate, led 22%–95% yields. The capabilities remain recyclable using under reaction conditions.

Language: Английский

Generation of Photoinduced Phenalenyl‐Based Radicals: Towards Designing Reductive C−C Coupling Catalysis DOI
Paramita Datta,

Tanmay Goswami,

Noufal Kandoth

et al.

ChemPhotoChem, Journal Year: 2023, Volume and Issue: 7(6)

Published: Feb. 27, 2023

Abstract Organic photoredox catalysis is a versatile tool for accessing wide range of synthetic transformations. Towards the development new class organophotoredox catalysts, we have employed phenalenyl, an odd alternant hydrocarbon (OAH), reductive C−C coupling reactions. Phenalenyl can adopt stable open‐shell state (radical), using its non‐bonding molecular orbital. To date, chemically induced phenalenyl‐based radicals been extensively explored in designing various intriguing organic materials and recently towards electron transfer catalysis. However, photochemical generation rare. In this work, report photoinduced with detailed mechanistic studies such as steady‐state absorption, time‐resolved transient absorption spectroscopy, in‐situ kinetic experiments to authenticate photo‐induced phenalenyl radicals. addition, present results demonstrating that novel catalytic species be applied pinacol alkylation terminal alkynes.

Language: Английский

Citations

6

Visible‐Light‐Active Coumarin‐ and Quinolinone‐Based Photocatalysts and Their Applications in Chemical Transformations DOI
Myojeong Kim, Seonghyeok Hong, Jinwook Jeong

et al.

The Chemical Record, Journal Year: 2023, Volume and Issue: 23(7)

Published: Jan. 10, 2023

Abstract Organic dyes have been actively studied as useful photocatalysts because they allow access to versatile structural flexibility and green synthetic applications. The identification of a new class robust organic chromophores is, therefore, in high demand increase diversity variability. Although coumarins quinolinones long acknowledged chromophores, their ability participate photoinduced transformations is somewhat less familiar. Fascinated by chromophoric features adaptable platform, our group interested the fluorescent bioactive molecules development methods using photocatalysts. This account provides an overview recent progress discovery application light‐absorbing coumarin quinolinone derivatives photochemistry medicinal chemistry.

Language: Английский

Citations

5

Diquat Based Dyes: A New Class of Photoredox Catalysts and Their Use in Aerobic Thiocyanation DOI Creative Commons

Armin Meier,

S. V. Badalov, Timur Biktagirov

et al.

Chemistry - A European Journal, Journal Year: 2023, Volume and Issue: 29(22)

Published: Jan. 26, 2023

A series of new organic donor-π-acceptor dyes incorporating a diquat moiety as novel electron-acceptor unit have been synthesized and characterized. The analytical data were supported by DFT calculations. These explored in the aerobic thiocyanation indoles pyrroles. Here they showed high photocatalytic activity under visible light, giving isolated yields up to 97 %. In addition, standalone methyl viologen through formation an electron donor acceptor complex is presented.

Language: Английский

Citations

5

Visible‐light‐induced Reactions Driven by Photochemical Activity of Quinolinone and Coumarin Scaffolds DOI
Mari Vellakkaran, Sungwoo Hong

Asian Journal of Organic Chemistry, Journal Year: 2021, Volume and Issue: 10(5), P. 1012 - 1023

Published: March 26, 2021

Abstract Organic photocatalysis has garnered significant interest in the field of photochemistry because its ability to generate active radical species under mild conditions via energy or electron transfer from excited state photosensitizers organic molecules. Quinolinones and coumarins are privileged scaffolds that widely distributed natural products pharmaceutical agents. Recently, quinolinones have emerged as promising for a variety chemical transformations. Significant advances development synthetic methods elucidated their essential electronic properties, leading highly site‐selective methods. This mini‐review highlights recent innovative approaches C−H bond functionalization catalyzed by light‐absorbing quinolinone coumarin scaffolds.

Language: Английский

Citations

12

Development of Cyanopyridazine Derivatives as Photoredox Catalysts and Evaluation of their Catalytic Performance DOI

Yinhong Tang,

Yan Liu,

Peng Zhu

et al.

Advanced Synthesis & Catalysis, Journal Year: 2024, Volume and Issue: 366(11), P. 2527 - 2533

Published: Feb. 26, 2024

Abstract An array of cyanopyridazine derivatives have been developed through a sequence (3+3) cycloaddition/oxidative aromatization/derivatization steps. Investigation the physicochemical properties these compounds shows that four interesting fluorescence and potential to be into bimodal photoredox catalysts. One has confirmed an catalyst in reactions N ‐aryl‐ tetrahydroisoquinolines with phosphite, nitromethane, malonitrile sodium thiocyanate, led 22%–95% yields. The capabilities remain recyclable using under reaction conditions.

Language: Английский

Citations

1