Ruthenium NNN‐Based Pincer Complexes with Metal Ligand Cooperation as Catalysts for N‐Methylation of Anilines and Nitroarenes with Methanol as a C1 Source DOI Creative Commons
Nitish K. Garg, Yogesh Goriya, Seetharaman Manojveer

et al.

ChemCatChem, Journal Year: 2024, Volume and Issue: 16(12)

Published: Feb. 26, 2024

Abstract A novel phosphine‐free ruthenium pincer complex based on an NNN ligand has been prepared and fully characterized. The was subsequently employed as efficient catalyst for the N‐methylation of amines direct nitroarenes using methanol a C1 source under mild reaction conditions following borrowing‐hydrogen approach. Both catalytic transformations were performed with only amounts base closed air without any other additives.

Language: Английский

In-situ synthesis of SnO/CuSnO3 nanostructures to catalyze azo dye degradation, CO2 reduction, and amines direct alkylation reactions under visible light DOI Creative Commons

Mohsen Padervand,

Alireza Bargahi, Bagher Eftekhari‐Sis

et al.

Results in Engineering, Journal Year: 2024, Volume and Issue: 23, P. 102515 - 102515

Published: July 6, 2024

The extensive use of photocatalysis to address environmental concerns, energy production, and organic transformations has attracted attention in recent decades. SnO/CSO photocatalytic materials were fabricated through a single-step hydrothermal method comprehensively characterized using muti-technique approach demonstrate the physicochemical, morphological, electronic features. According experiments, could remove >96 % acid blue 92 (AB92) azo dye under optimum conditions, with rate constant 2.37 × 10−2 min−1. Furthermore, photocatalyst significantly outperformed commercial TiO2 (P25), reducing CO2 CO CH4 production 10.8 1.18 μmol g−1 h−1, respectively, visible light irradiation. successful direct alkylation amines valuable compounds within 10 min reaction time conversion selectivity >90 was another capability materials, making it good candidate for pharmaceutical synthesis purposes.

Language: Английский

Citations

9

A Guide for Mono‐Selective N‐Methylation, N‐Ethylation, and N‐n‐Propylation of Primary Amines, Amides, and Sulfonamides and Their Applicability in Late‐Stage Modification DOI Creative Commons
Johanna Templ, Michael Schnürch

Chemistry - A European Journal, Journal Year: 2024, Volume and Issue: 30(26)

Published: Feb. 14, 2024

Abstract This review provides a comprehensive overview of mono‐alkylation methodologies targeting crucial nitrogen moieties – amines, amides, and sulfonamides found in organic building blocks pharmaceuticals. Emphasizing the intersection chemical precision with drug discovery, central challenge addressed is achieving one‐pot mono‐selective short‐chain N‐alkylations (methylations, ethylations, n ‐propylations), preventing undesired overalkylation. Additionally, sustainable, safe, benign alternatives to traditional alkylating agents, including alcohols, carbon dioxide, carboxylic acids, nitriles, alkyl phosphates, quaternary ammonium salts, carbonates, are explored. review, categorized by nature agent, aids researchers selecting suitable methods for N‐alkylation.

Language: Английский

Citations

5

Recent Development in Synthesis of N‐Methylamines with Amines and Methanol DOI
Xiaogang Yu, Xinjiang Cui, Huanwang Jing

et al.

ChemCatChem, Journal Year: 2024, Volume and Issue: 16(16)

Published: March 23, 2024

Abstract The N‐methylation reaction of amines with methanol via the borrowing‐hydrogen strategy is an important method for construction C−N bonds. Compared other C1 sources, such as toxic formaldehyde or expensive formic acid, more suitable reactions due to its eco‐friendliness and low price. Using this strategy, various types N‐methylated products, including biological pharmaceutical molecules have been prepared. Here, we present a thorough survey decades articles showing current developments in methanol. We discuss homogenous, heterogenous light‐driven catalytic systems both N,N‐dimethylation reactions. This review presents shortcomings provides future development progress

Language: Английский

Citations

5

A well-defined phosphine free metal-ligand cooperative route for N-alkylation of aromatic amines via activation of renewable alcohols catalyzed by a NNN pincer cobalt(II) complexes DOI
Rahul Saini,

Prashant Kukreti,

Rahul Chauhan

et al.

Dalton Transactions, Journal Year: 2025, Volume and Issue: unknown

Published: Jan. 1, 2025

Two cobalt( ii ) complexes C1 and C2, supported by an NNN pincer, were synthesized, characterized with various techniques. These utilized to study catalytic activity in the N -alkylation of amines via borrowing hydrogen strategy.

Language: Английский

Citations

0

Construction of biomass-based amines via Ir-mediated N-alkylation: kinetic analysis DOI

Meixiang Liang,

Zhongmou Xu,

Tianhao Zhou

et al.

Green Chemistry, Journal Year: 2024, Volume and Issue: 26(7), P. 3832 - 3852

Published: Jan. 1, 2024

Kinetic analysis was performed for the construction of biomass-based amines by N -alkylation using an Ir complex immobilized in covalent triazine frameworks.

Language: Английский

Citations

3

A sustainable strategic approach for N-alkylation of amines with activation of alcohols triggered via a hydrogen auto-transfer reaction using a Pd(ii) complex: evidence for metal–ligand cooperativity DOI

Virendra Kumar Chaudhary,

Prashant Kukreti,

Keshav Sharma

et al.

Dalton Transactions, Journal Year: 2024, Volume and Issue: 53(20), P. 8740 - 8749

Published: Jan. 1, 2024

This work describes a new well-defined, air-stable, phosphine free palladium(II) [Pd(L)Cl] (1) catalyst. catalyst was utilized for

Language: Английский

Citations

3

Magnetic Nickel Nanoparticles Supported on Oxidized Charcoal as a Recoverable Catalyst for N-Alkylation of Amines with Alcohols DOI
Neha Mathur, Suman Mahala, Abhinav Kumar Khorwal

et al.

ACS Applied Nano Materials, Journal Year: 2024, Volume and Issue: 7(10), P. 11159 - 11169

Published: May 4, 2024

Herein, we present a hassle-free approach to synthesize Ni nanoparticles (NPs) and support them onto oxidized charcoal (OC) produce Ni-oxidized nanomaterials (Ni-OC). Subsequently, Ni-NPs Ni-OCs are characterized using powder X-ray diffraction (PXRD), Fourier-transform infrared (FTIR) spectroscopy, photoelectron (XPS) transmission electron microscopy (TEM), Brunauer–Emmett–Teller (BET) techniques. The size distribution curve reveals that the diameter of embedded in OC falls range 3–7 nm. Surface area studies show Ni-OC have specific surface areas 36.5 248.9 m2/g, respectively. Interestingly, exhibits soft ferromagnetic nature nickel. used as catalysts for N-alkylation reaction between aniline benzyl alcohol. excellent yields (70–92%) N-alkylated products. Notably, catalyst loading only 0.0482 mmol is sufficient activate broad substrate scope with large functional group tolerance. In addition, developed synthetic protocol can be further exploited catalytic synthesis 1,2-disubstituted benzimidazole derivatives (65–89%) effective It has been observed hydrogen-borrowing mechanism powers both processes. outstanding reusability magnetic recoverability alcohol more than seven cycles. contrast Ni-NPs, higher activity reaction. This could explained by interactions groups available on charcoal, which enhance Ni-OC.

Language: Английский

Citations

3

Ruthenium Complexes of Bidentate N,N‐Ligand as Catalyst for Selective N‐Alkylation of Amines with Alcohols DOI

Surabhi Bhatt,

Monika Rana, Anuj K. Sharma

et al.

Asian Journal of Organic Chemistry, Journal Year: 2023, Volume and Issue: 12(6)

Published: May 16, 2023

Abstract This report describes the synthesis of a new N ‐(4‐(benzo[ d ]thiazole‐2‐yl)phenyl)‐1‐(pyridine‐2‐yl)methanimine ligand ( L1 ) by reaction 2‐(4‐aminophenyl)benzothiazole with pyridine‐2‐carboxaldehyde. The three ruthenium(II) arene complexes were synthesized [RuCl 2 (p‐cymene)] C1 ), (benzene)] C2 and (hmb)] [hmb=hexamethylbenzene] C3 ). characterized help standard analytical techniques like 1 H 13 C{ H} Nuclear Magnetic Resonance (NMR), Fourier Transform Infrared (FTIR), Ultraviolet‐visible (UV‐Visible), High‐Resolution Mass Spectrometry (HRMS), cyclic voltammetry, elemental analysis techniques. structure ruthenium complex its bonding mode authenticated single crystal X‐ray diffraction. showed pseudo‐octahedral half‐sandwich “piano‐stool” type geometry around Ru center. – used to catalyze ‐alkylation aniline derivatives using aliphatic alcohols (EtOH, PrOH, MeOH). Among all catalysts, highest yield alkylated (up 95%) 1.0 mol% catalyst loading. order alkylation toward alcohol was EtOH = PrOH > MeOH. precursors poor yields (30–33%), demonstrating design‘s potential in catalysis reactions. proton NMR mixture after h shows formation Ru−H intermediate, which gave desired products. Overall, these are promising candidates for organic transformation.

Language: Английский

Citations

4

Direct N‐Alkylation of Amines with Alcohols Catalyzed by N‐Heterocyclic Carbene Cobalt‐Pincer Catalyst under Mild Conditions DOI
Xin Liu,

Yilei Ge,

Yang Yang

et al.

Asian Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: 13(3)

Published: Jan. 11, 2024

Abstract Alcohols are widely available and can be derived from renewable resources. Catalytic alcohol amination for N ‐alky amine synthesis using the borrowing hydrogen strategy is an environmentally benign prominent sustainable method, which produces water as sole byproduct. However, expensive noble metals generally employed this transformation, while nonprecious metal‐based catalysts were also known reaction have attracted considerable attention recently. Herein, efficient ‐alkylation of amines with alcohols base‐metal cobalt reported. This catalyzed by N‐heterocyclic carbene cobalt‐pincer catalyst operates simply under mild conditions. Various aniline substrates functional groups including nitrile, ether, thioether alkene could well tolerated. Moreover, experimental studies DFT calculations performed to illustrate mechanism. Our results suggest that proceeds via a autotransfer

Language: Английский

Citations

1

Pd supported Al-BDC MOF for efficient and selective N-methylation of amines under solventless conditions DOI
Manjot Kaur, Ashutosh Sharma, Yadvinder Singh

et al.

Emergent Materials, Journal Year: 2024, Volume and Issue: 7(4), P. 1683 - 1693

Published: March 19, 2024

Language: Английский

Citations

1