Terpenylation of Ketones and a Secondary Alcohol under Hydrogen-Borrowing Manganese Catalysis DOI
Sachin Jalwal, Sanjoy K. Das, Subrata Chakraborty

et al.

The Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: unknown

Published: Dec. 16, 2024

An Earth-abundant Mn-PNP pincer complex-catalyzed terpenylation of cyclic and acyclic ketones secondary alcohol 1-phenylethanol using isoprenoid derivatives prenol, nerol, phytol, solanesol, E-farnesol as allyl surrogates is reported. The C-C coupling reactions are green atom-economic, proceeding via dehydrogenation alcohols following a hydrogen autotransfer methodology aided by metal-ligand cooperation.

Language: Английский

Alcohols as Alkyl Synthons Enabled by Photoredox-Catalyzed Deoxygenative Activation DOI

Tanumoy Mandal,

Samrat Mallick,

Malekul Islam

et al.

ACS Catalysis, Journal Year: 2024, Volume and Issue: 14(17), P. 13451 - 13496

Published: Aug. 26, 2024

Alcohols are abundant with versatile structural variety and have ample use as pivotal functional groups in numerous organic processes. Because of their frequent occurrence enumerable natural products, bioactive molecules, medicinal components, alcohol functionalities provide a promising scope research to advance the operational diversity for improving clinical success. Recent years witnessed design modern C–C C–heteroatom bond-forming approaches easily accessible commercially available unactivated aliphatic alcohols native adaptive sp3 handles, hence offering groundbreaking transformative pathways functionalization complex molecular architectures. The judicial application appropriate activating generate alkyl radical from through C–O bond fragmentation employ it potential alkylating agent unfolds unique synthetic strategies, thereby replacing obvious requirement halides. This review elaborately discusses recent trends regarding using C(sp3)-centered various chemical transformations by exploiting different activation modes disrupter under photoredox catalysis. presentation is organized nature scaffolds, kind formation, progress achieved this domain since original discovery providing illustrative examples mechanistic details, focus on difficulties future prospects.

Language: Английский

Citations

8

Dynamic kinetic resolution and dynamic kinetic asymmetric transformation of atropisomeric biaryls DOI
Jie Zhang,

Xuan-Zhu Huo,

Yidan Liu

et al.

Chem Catalysis, Journal Year: 2025, Volume and Issue: unknown, P. 101329 - 101329

Published: March 1, 2025

Language: Английский

Citations

1

Recent Developments of Transition‐Metal‐Catalyzed Cross‐Coupling of Nitriles and Alcohols DOI
Xiuju Cai,

Xurui Wei,

Ming Huang

et al.

ChemistrySelect, Journal Year: 2024, Volume and Issue: 9(32)

Published: Aug. 22, 2024

Abstract Cross‐coupling of nitriles and alcohols offers an environmentally friendly atom‐economical method for the synthesis various valuable compounds. These compounds include α ‐alkylated ‐olefinated nitriles, primary amines, imines, N ‐alkylation amides, ‐heterocycles, δ ‐hydroxynitriles, olefins, etc . Herein, we have reviewed recent developments (from 2013–date) transition‐metal‐catalyzed cross‐coupling alcohols. A number transition metal complexes such as noble metals Ru Ir, well base Mn, Fe, Co, Ni are presented. Moreover, different product types, reaction conditions mechanisms discussed to understand catalyst development.

Language: Английский

Citations

4

NNN-Ru complexes catalyzed β-methylation of alcohols using methanol via borrowing hydrogen approach DOI

Mengxuan Bai,

Ziying Zhong, Zhiqiang Hao

et al.

Journal of Catalysis, Journal Year: 2025, Volume and Issue: unknown, P. 116026 - 116026

Published: Feb. 1, 2025

Language: Английский

Citations

0

Heterogeneous Mn@CeO2 Catalyst for α-Alkylation of Ketones with Alcohols via Hydrogen-Borrowing Strategy DOI Creative Commons

Rajagopal Swaathy,

S. Karthikeyan

ACS Omega, Journal Year: 2025, Volume and Issue: 10(9), P. 9649 - 9660

Published: Feb. 24, 2025

Construction of a C-C bond via alkylation ketones with alcohol as the alkylating source by employing hydrogen-borrowing strategy is attracting significant attention and highly appealing due to its simplicity, cost-effectiveness, environmental benefits, fact that water only byproduct. The development heterogeneous catalysts based on nonprecious base metals progressing rapidly. Our newly disclosed manganese-doped cerium oxide nanocomposite (10 wt % Mn@CeO2) stands out cost-efficient air-stable catalyst, synthesized through straightforward coprecipitation method employed for α-alkylation primary alcohols strategy. X-ray diffraction (XRD) analysis confirms high crystallinity CeO2, while field emission scanning electron microscopy (FE-SEM) high-resolution transmission (HR-TEM) images reveal MnO2 nanoparticles, measuring 19 nm in size, uniformly decorated rod-shaped CeO2 which have size 33 nm. photoelectron spectroscopy (XPS) uncovers presence Mn4+ species embedded nanorods. Electron paramagnetic resonance (EPR) further indicates surface defects contribute impressive catalytic yield, ranges from 70 98% α-alkylated ketones. Thermogravimetric (TGA) demonstrates remarkable thermal stability maintaining up 800 °C. Additionally, inductively coupled plasma mass spectrometry (ICP-MS) no leaching Mn ions, emphasizing heterogeneity catalyst. Remarkably, 10 Mn@CeO2 recycled six cycles loss activity. This study underscores synergistic effect between metal redox pair key exceptional activity reactions, making promising catalyst sustainable efficient formation.

Language: Английский

Citations

0

Construction of effective and recyclable non-precious metal coordination polymers and their multiple applications in water DOI
Jiahao Li,

Bin Pan,

Anruo Mao

et al.

Chinese Chemical Letters, Journal Year: 2025, Volume and Issue: unknown, P. 111165 - 111165

Published: April 1, 2025

Language: Английский

Citations

0

Temperature-dependent switchable synthesis of imines and amines via coupling of alcohols and amines using pyrrolyl-imine ruthenium catalysts DOI
Qing Li, Yu Hou,

Mengxuan Bai

et al.

Journal of Catalysis, Journal Year: 2024, Volume and Issue: unknown, P. 115895 - 115895

Published: Dec. 1, 2024

Language: Английский

Citations

3

Manganese‐Catalyzed α‐Alkylation of Sulfones using Alcohols via a Hydrogen‐Borrowing Strategy: Synthesis of Branched Sulfones DOI
Ashutosh Verma, Anil J. Elias

Asian Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: 13(8)

Published: May 10, 2024

Abstract Herein, we report an efficient and sustainable manganese‐catalyzed α‐C−H bond alkylation methodology to synthesize branched sulfones via a hydrogen borrowing pathway. The air‐stable phosphine‐free Mn‐catalyst, (NNN)Mn(II)Cl 2 was synthesized by using earth‐abundant, commercially available, inexpensive precursor MnCl .4H O, stable NNN pincer i. e. [N‐((benzimidazole‐2‐yl)methyl)quinoline‐8‐amine] ligand system. Taking benzyl phenyl as substrates, alcohol derivatives alkylating agents, range of were in 40–82 % isolated yields complex the catalyst under open‐air conditions. Control experiments deuterium incorporation studies have also been conducted investigate possible reaction mechanism provide evidence for

Language: Английский

Citations

1

Diastereoselective Synthesis of Sulfoxide‐Functionalized N‐Heterocyclic Carbene Ruthenium Complexes: An Experimental and Computational Study DOI Creative Commons

Victoria Mechrouk,

Baptiste Leforestier,

Weighang Chen

et al.

Chemistry - A European Journal, Journal Year: 2024, Volume and Issue: 30(46)

Published: June 12, 2024

The synthesis of sulfoxide-functionalized NHC ligand precursors were carried out by direct and mild oxidation from corresponding thioether with high selectivity. Using these salts, a series cationic [Ru(II)(η

Language: Английский

Citations

1

Iron Complexes of 4,5-Bis(diorganophosphinomethyl)acridine Ligands DOI
Maximilian Roca Jungfer,

Frank Röminger,

Τ. Oeser

et al.

Inorganic Chemistry, Journal Year: 2024, Volume and Issue: unknown

Published: Sept. 26, 2024

The search for an iron analog of the established ruthenium-based catalysts containing methylene-extended 4,5-bis(diorganophosphinomethyl)acridine ligands, [FeHCl(CO)(L

Language: Английский

Citations

1