A binuclear Cu(<scp>ii</scp>) complex as an efficient photocatalyst for <i>N</i>-alkylation of aromatic amines

Ranjan, Rishi; Chakraborty, Argha; Kyarikwal, Reena; Ganguly, Rakesh; Mukhopadhyay, Suman

doi:10.1039/d2dt01771g

Cited by 4 publications

(1 citation statement)

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“…For instance, in the pioneering work by Grigg 4 and Watanabe, 5 transition metal catalysts were used for the N -alkylation of amines at high temperature (>100 °C). Subsequently, researchers have successively developed various catalytic systems, among which transition metals play an important role, for instance, transition metals Ir, 6 Ru, 7 Au, 8 Pd, 9 Fe, 10 Ni, 11 and Cu 12 are widely used due to their good catalytic properties ( Scheme 1 ). However, the metal residue limits their application in pharmaceutical intermediates.…”

Section: Introductionmentioning

confidence: 99%

Visible-light-induced N-alkylation of anilines with 4-hydroxybutan-2-one

Jiang,

Ni,

Tang

et al. 2024

RSC Adv.

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Section: Introductionmentioning

confidence: 99%

Visible-light-induced N-alkylation of anilines with 4-hydroxybutan-2-one

Jiang,

Ni,

Tang

et al. 2024

RSC Adv.

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

Liu,

Ge,

Yang

et al. 2024

Asian J Org Chem

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

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Employing Cu(II) complexes of N,O-donor ligand for catalysis in visible light driven cleavage of lignin C-C bonds

Ranjan

Chakraborty

Ganguly

et al. 2023

Molecular Catalysis

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A binuclear Cu(ii) complex as an efficient photocatalyst for N-alkylation of aromatic amines

Abstract: Visible-light driven photoreactions using transition metal complexes as catalysts are currently a research hotspot in developing environmentally friendly sustainable processes. To develop potential copper-based photo-catalyst, a binuclear Cu(II) complex has...

Cited by 4 publications

References 63 publications

Visible-light-induced N-alkylation of anilines with 4-hydroxybutan-2-one

Visible-light-induced N-alkylation of anilines with 4-hydroxybutan-2-one

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

Employing Cu(II) complexes of N,O-donor ligand for catalysis in visible light driven cleavage of lignin C-C bonds

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