Solvent–base mismatch enables the deconstruction of epoxy polymers and bisphenol A recovery DOI
Hongwei Sun, Alexander Ahrens, Gabriel M. F. Batista

et al.

Green Chemistry, Journal Year: 2023, Volume and Issue: 26(2), P. 815 - 824

Published: Dec. 5, 2023

The use of an alkaline base mismatched with apolar aromatic solvent provides a new route to disassemble thermoset epoxy resins resulting in the recovery polymer building block bisphenol A.

Language: Английский

Redox-active ligands for chemical, electrochemical, and photochemical molecular conversions DOI Creative Commons
Akinobu Nakada, Takeshi Matsumoto, Ho‐Chol Chang

et al.

Coordination Chemistry Reviews, Journal Year: 2022, Volume and Issue: 473, P. 214804 - 214804

Published: Sept. 16, 2022

Language: Английский

Citations

37
Pt@MIL-101(Fe) for efficient visible light initiated coproduction of benzimidazoles and hydrogen from the reaction between o-Phenylenediamines and alcohols DOI
Yuhuan Qin, Mingming Hao, Zhengxin Ding

et al.

Journal of Catalysis, Journal Year: 2022, Volume and Issue: 410, P. 156 - 163

Published: April 23, 2022

Language: Английский

Citations

34
A general and practical bifunctional cobalt catalytic system for N-heterocycle assembly via acceptorless dehydrogenation DOI

Haitao Tian,

Wenxuan Xue, Jing‐Tao Wu

et al.

Organic Chemistry Frontiers, Journal Year: 2022, Volume and Issue: 9(17), P. 4554 - 4560

Published: Jan. 1, 2022

A novel and highly-efficient N-heterocycle assembly methodology catalyzed by a cobalt- N , -bidentate complex via acceptorless dehydrogenation coupling of alcohols amines has been established.

Language: Английский

Citations

32
Alcohol Dehydrogenation-Triggered Selective C3-Alkylation of Indoles by Homogeneous Azo-aromatic Cobalt Catalysts DOI

kamal kamal,

Manas Khatua, Swati Rani

et al.

The Journal of Organic Chemistry, Journal Year: 2023, Volume and Issue: 88(9), P. 5827 - 5843

Published: April 10, 2023

Herein, we report azo-benzimidazole containing cobalt complexes (1-3) for alcohol dehydrogenation-triggered C3-alkylation of indoles. In 1-3, ligands are redox noninnocent and showed facile irreversible L/L• reduction followed by Co(II)/Co(I) in close-lying potentials. Taking advantage events the first aerial dehydrogenation alcohols to their corresponding carbonyl compounds is explored. Subsequently, indole was studied using as alkylating agents. The developed catalytic protocol found be efficient very selective. It has a broad substrate scope good functional group tolerance. As far aware, it homogeneous catalyst agent. Detailed mechanistic studies, including deuterium labeling experiment, have suggested borrowing hydrogen method indole. coordinated ligand, cooperatively with couple, oxidized alkoxide radical pathway result compound (Scheme 1), which on subsequent condensation generates alkylideneindolenine intermediate "X". Reduction "X" an azo-anion Co(I) resulted C3-alkylated

Language: Английский

Citations

21
Amine Functionalized Pincer-like Azo-aromatic Complexes of Cobalt and Their Catalytic Activities in the Synthesis of Quinoline via Acceptorless Dehydrogenation of Alcohols DOI
Bappaditya Goswami, Manas Khatua,

Robindo Chatterjee

et al.

Organometallics, Journal Year: 2023, Volume and Issue: 42(15), P. 1854 - 1868

Published: July 6, 2023

Herein we disclose a series of phosphine-free cobalt(II)-based catalytic systems bearing redox non-innocent amine functionalized azo-aromatic pincer-like ligand for the synthesis quinoline by dehydrogenative oxidation 2-amino benzyl alcohol and subsequent coupling with ketone. All precatalysts were characterized thoroughly using various spectroscopic techniques DFT studies. The protocol was efficient versatile, providing major advances in quinoline. It also found to be applicable gram-scale quinolines as well. Several control experiments, kinetic studies, studies have proposed plausible reaction mechanism where azo-pyridine moiety acts activate α-C–H bond Co(II) → Co(I) reduction leads formation aldehyde. generated aldehyde undergoes base-catalyzed C–C result quinolines. potential controls efficiency precatalysts. Thus, complex 3 most anodic best precatalyst among complexes 1–4.

Language: Английский

Citations

17
Borrowing Hydrogen Mechanism in Amine Alkylation by Single Atom Nickel Catalysts DOI Creative Commons

Aurore E. F. Denjean,

Ainara Nova, David Balcells

et al.

ACS Catalysis, Journal Year: 2024, Volume and Issue: 14(15), P. 11332 - 11342

Published: July 15, 2024

The alkylation of amines with alcohols by borrowing hydrogen (BH) is a versatile synthetic route to various relevant compounds, including drugs and agrochemicals. atom economy this reaction, water as the sole byproduct, entails complex mechanism in which alcohol activation can follow multiple competing pathways. interest single catalysts (SACs) combining advantages homogeneous heterogeneous systems motivated computational study on BH catalyzed nickel SACs. We found that oxidation, charge, spin states system, well geometry support, all have strong influence mechanism. pyrrolic support was most reactive dicationic state nearly degenerate singlet triplet configurations. free energy catalyst hydrogenation H2 strongly correlated its reactivity, thus being useful descriptor. Further, followed an unusual reaction pathway takes delivers H equivalents, metal playing spectator role. This provides insights for further development

Language: Английский

Citations

6
Acceptorless dehydrogenation of primary alcohols to carboxylic acids by self-supported NHC-Ru single-site catalysts DOI

Shenxiang Yin,

Qingshu Zheng, Jie Chen

et al.

Journal of Catalysis, Journal Year: 2022, Volume and Issue: 408, P. 165 - 172

Published: Feb. 26, 2022

Language: Английский

Citations

24
Photochemical Hydrogen Atom Transfer Catalysis for Dehydrogenation of Alcohols To Form Carbonyls DOI
Xiaona Yang, Yunfei Guo,

Hong’en Tong

et al.

Organic Letters, Journal Year: 2023, Volume and Issue: 25(29), P. 5486 - 5491

Published: July 20, 2023

Controllable oxidation of alcohols to carbonyls is one the fundamental transformations in organic chemistry. Herein, we report an unprecedented visible-light-mediated metal-free with hydrogen evolution. By synergistic combination organophotocatalyst 4CzIPN and a thiol atom transfer catalyst, broad range alcohols, including primary secondary benzylic as well aliphatic were readily oxidized moderate excellent yields. A site-selective has also been achieved by this protocol. Mechanistic investigation indicates that proceeds through oxidative radical-polar crossover process obtain α-oxy carbon cation.

Language: Английский

Citations

16
Transition metal-free synthesis of 2-aryl quinazolines via alcohol dehydrogenation DOI Creative Commons

P. Hima,

M. Vageesh,

Michele Tomasini

et al.

Molecular Catalysis, Journal Year: 2023, Volume and Issue: 542, P. 113110 - 113110

Published: April 6, 2023

We report here a transition metal-free synthesis of quinazoline derivatives starting from 2-aminobenzyl alcohols and aryl amides via an alcohol dehydrogenation strategy promoted by potassium tertiary butoxide. The control experiments are carried out to identify the reaction intermediates role K+ ion in reaction. DFT calculations unveil mechanism, with special focus on rate determining state. present method tolerates variety functional groups providing easy access diversely substituted quinazolines.

Language: Английский

Citations

15
Production of hydrogen from alcohols via homogeneous catalytic transformations mediated by molecular transition-metal complexes DOI

Akshara Bisarya,

Suhana Karim,

Himani Narjinari

et al.

Chemical Communications, Journal Year: 2024, Volume and Issue: 60(31), P. 4148 - 4169

Published: Jan. 1, 2024

An overview of the state-of-the-art advancements is provided on use transition-metal based molecular catalysts to produce hydrogen from liquid organic carriers (LOHCs) derived renewable sources such as alcohols.

Language: Английский

Citations

5