Spontaneous Decarboxylation of Ferrocenecarboxylate using 1,4‐Benzoquinone as Oxidant: Application to the Chemical Grafting of Glassy Carbon Surfaces DOI

Daniel E. Ramírez‐Chan,

Jesús I. Palacios‐Ramírez,

Rogelio Fragoso‐Soriano

et al.

ChemistrySelect, Journal Year: 2022, Volume and Issue: 7(33)

Published: Sept. 1, 2022

Abstract The covalent modification of glassy carbon electrode with ferrocenyl moieties was performed in acetonitrile using a mixture ferrocenecarboxylate (FcCOO − ) and ferrocenecarboxylic acid (FcCOOH). This process is activated by 1,4‐benzoquinone (Q), which plays the role oxidant. carboxylate induces redox reduction quinone whereas an excess carboxylic drives protonation reduced to yield hydroquinone (QH 2 as reaction product. Due homogeneous oxidation derivative, dioxide radicals (Fc⋅) are released, such occurs classical Kolbe reaction. generation allows chemical derivatization non‐connected surfaces. between proceeded slowly permitted attachment thin film moieties, whose presence on surface evidenced from cyclic voltammetry atomic force microscopy (AFM) measurements.

Language: Английский

Alcohols as Substrates in Transition-Metal-Catalyzed Arylation, Alkylation, and Related Reactions DOI

Adam Cook,

Stephen G. Newman

Chemical Reviews, Journal Year: 2024, Volume and Issue: 124(9), P. 6078 - 6144

Published: April 17, 2024

Alcohols are abundant and attractive feedstock molecules for organic synthesis. Many methods their functionalization require them to first be converted into a more activated derivative, while recent years have seen vast increase in the number of complexity-building transformations that directly harness unprotected alcohols. This Review discusses how transition metal catalysis can used toward this goal. These broadly classified three categories. Deoxygenative functionalizations, representing derivatization C–O bond, enable alcohol act as leaving group formation new C–C bonds. Etherifications, characterized by O–H represent classical reactivity has been modernized include mild reaction conditions, diverse partners, high selectivities. Lastly, chain reactions described, wherein acts mediator formal C–H alkyl backbone. Each these classes transformation will discussed context intermolecular arylation, alkylation, related reactions, illustrating alcohols harnessed

Language: Английский

Citations

38
Emerging Trends in Copper-Promoted Radical-Involved C–O Bond Formations DOI

Peng‐Zi Wang,

Jia‐Rong Chen, Wen‐Jing Xiao

et al.

Journal of the American Chemical Society, Journal Year: 2023, Volume and Issue: 145(32), P. 17527 - 17550

Published: Aug. 2, 2023

The C–O bond is ubiquitous in biologically active molecules, pharmaceutical agents, and functional materials, thereby making it an important group. Consequently, the development of bond-forming reactions using catalytic strategies has become increasingly research topic organic synthesis because more conventional methods involving strong base acid have many limitations. In contrast to ionic-pathway-based methods, copper-promoted radical-mediated formation experiencing a surge interest owing renaissance free-radical chemistry photoredox catalysis. This Perspective highlights appraises state-of-the-art techniques this burgeoning field. contents are organized according different reaction types working models.

Language: Английский

Citations

40
Congested C(sp3)-rich architectures enabled by iron-catalysed conjunctive alkylation DOI
Tong‐De Tan, Juan M. I. Serviano, Xiaohua Luo

et al.

Nature Catalysis, Journal Year: 2024, Volume and Issue: 7(3), P. 321 - 329

Published: Feb. 23, 2024

Language: Английский

Citations

10
Palladium-catalyzed cross-coupling of alcohols with olefins by positional tuning of a counteranion DOI
Sven H. Kaster, Lei Zhu, William L. Lyon

et al.

Science, Journal Year: 2024, Volume and Issue: 385(6713), P. 1067 - 1076

Published: Sept. 5, 2024

Transition metal-catalyzed cross-couplings have great potential to furnish complex ethers; however, challenges in the C(sp

Language: Английский

Citations

9
Photoredox/Sulfide Dual Catalysis for Modular Synthesis of Multi‐Substituted Furan Rings via Catalytic Indirect Reductive Quenching DOI Open Access
Kakeru Matsukuma, Masanori Tayu,

Takumi Ogino

et al.

Chemistry - An Asian Journal, Journal Year: 2025, Volume and Issue: unknown

Published: Jan. 7, 2025

The catalytic indirect reductive quenching method is facilitated by a combination of Ir(III) photoredox and sulfide dual-catalysis system. This study demonstrated for synthesizing multi-substituted furans using photoredox/sulfide enables the synthesis various furan derivatives, including spirofurans phthalans. utility this system was through gram-scale pharmaceutical molecule talopram. Mechanistic studies density functional theory calculations suggested formation sulfonium species via radical cations, followed intramolecular cyclization to produce desired derivatives.

Language: Английский

Citations

0
Photo‐Induced Generation of Oxygenated Quaternary Centers via EnT Enabled Singlet O2 Addition to C3‐Maleimidated Quinoxaline: A Reagent‐Less Approach DOI
Subhendu Ghosh, Tamanna Khandelia, Anjali Mahadevan

et al.

Chemistry - A European Journal, Journal Year: 2024, Volume and Issue: 30(45)

Published: May 8, 2024

Demonstrated here is an external photo-sensitizer-free (auto-sensitized) singlet oxygen-enabled solvent-dependent tertiary hydroxylation and aryl-alkyl spiro-etherification of C3-maleimidated quinoxalines. Such "reagent-less" photo-oxygenation at Csp

Language: Английский

Citations

3
New derivatives based on zerumbone scaffold as anticancer inhibitors: Synthesis, in vitro anticancer evaluation, docking, and MD simulation studies DOI Creative Commons
Ngoc Hung Truong, Lê Minh Hà,

H. T. Luu

et al.

Journal of Chemical Research, Journal Year: 2025, Volume and Issue: 49(1)

Published: Jan. 1, 2025

A three-step procedure was applied to synthesize seven novel zerumbone ethers 7a–g with N-(4-hydroxybenzyl) benzamide, substituted and cinnamamide moieties, including simultaneous O- N-acylations, ester hydrolysis, O-alkylation. The structure of intermediates target compounds elucidated using one-dimensional two-dimensional nuclear magnetic resonance, high-resolution mass spectrometry data. Their cytotoxic activities were screened on three human cancer cell lines HepG2, LU-1, HeLa. results showed that exhibited activity against all tested IC 50 values ranging from 1.71 6.86 µM stronger than zerumbone, approximately 10–35 folds. Theoretically, the mode their anticancer action studied based predicting ability inhibit Fibroblast Growth Factor Receptor 1 Vascular Endothelial 2 proteins docking molecular dynamic simulation studies. interaction important amino acids in active binding sites protein 2, Umbrella Effect formation explained significant improvement compared parent compound zerumbone.

Language: Английский

Citations

0
Role of Redox Reactions and AI-Driven Approaches in Enhancing Nutrient Availability for Plants DOI
Fredrick Kayusi, Petros Chavula,

Linety Juma

et al.

LatIA, Journal Year: 2025, Volume and Issue: 3, P. 86 - 86

Published: Feb. 19, 2025

Empirical studies have shown that environmental variability in the field remains uncontrolled certain cases, with research often conducted at a limited number of agricultural sites. Direct measurements redox potential soils been reported, yet quantifying rapid changes this variable across microsites proves inaccessible situ. Existing also fail to account for identity reduced or oxidized compounds. Additionally, methodological constraints and researcher bias, particularly focusing on processes sediments, may impair interpretations anabolic reactions resulting from oxidation.Case further indicate effects nitrification, net mineralization, immobilization other nutrients remain unmeasured. As result, increased denitrification might stimulate reducing nitrogen due increasing carbon storage environments where reduction predominates.Given absence specifically exploring balance between oxidation relation nutrient availability, assessing magnitude likelihood shortcomings based prior challenging. serves as foundation understanding how significantly influence dynamics availability larger scales. Future manipulating should consider factors could disproportionately facilitate reductions before an eastward shift occurs response organic matter addition. Addressing these gaps will enhance their role stimulating sulfide responses.

Language: Английский

Citations

0
Green and Biogenic Synthesis of Cerium Oxide (CeO2) Nanoparticles: Heterogeneous Catalytic Synthesis of Isoxazol‐5(4H)‐one Derivatives and Assessment of Their Antibacterial Activity DOI

Pranali Hadole,

Sudip Mondal,

Sampat Shingda

et al.

ChemistrySelect, Journal Year: 2025, Volume and Issue: 10(18)

Published: May 1, 2025

Abstract The development of eco‐friendly, sustainable, and efficient catalytic systems has become a highly attractive area research for promoting heterogeneous organic reactions. In this study, we report the use cerium oxide nanoparticles (CeO₂ NPs) as catalyst one‐pot synthesis isoxazol‐5(4H)‐one derivatives. CeO₂ NPs were synthesized via an environmentally benign method using extract from Holy Basil (Ocimum sanctum), offering green, cost‐effective approach. This green not only minimizes hazardous chemicals but also enhances physiochemical properties NPs, including their performance. activity was evaluated through reactions involving variety aldehydes, hydroxylamine hydrochloride, β‐dicarbonyl compounds. A wide range derivatives obtained with excellent yields high purity under mild conditions. Furthermore, reusability thoroughly investigated, demonstrating minimal loss over multiple reaction cycles. study highlights promising sustainable synthesizing valuable heterocyclic compounds nanotechnology, thereby contributing significantly to advancement responsible practices in synthetic chemistry. Moreover, antibacterial further emphasize significance green‐synthesized NPs.

Language: Английский

Citations

0
Electron‐Transfer Protocol for the Hydroxyalkenylation of Alkenes Using 1,2‐Bis(phenylsulfonyl)ethylene DOI

Chen‐Yang Tsai,

Yin‐Jia Jhang,

Yen‐Ku Wu

et al.

Angewandte Chemie International Edition, Journal Year: 2023, Volume and Issue: 62(49)

Published: Oct. 18, 2023

We report a protocol for alkene hydroxyalkenylation. Using persulfate anion as one-electron-oxidation reagent and 1,2-bis(phenylsulfonyl)ethylene radical acceptor in the presence of water, alkenes were converted into corresponding 1-phenylsulfonyl-4-hydroxyalkenes good to high yields. The hydroxyalkenylation process involves nucleophilic hydroxylation cations give β-hydroxyalkyl radicals, which, after addition/β-elimination sequence, provide products. also photocatalytic alkoxyalkenylation.

Language: Английский

Citations

4