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.
Virendra Kumar ChaudharyPrashant KukretiKeshav SharmaKapil KumarSain SinghSheela KumariKaushik GhoshPublished in: Dalton transactions (Cambridge, England : 2003) (2024)
This work describes a new well-defined, air-stable, phosphine free palladium(II) [Pd(L)Cl] (1) catalyst. This catalyst was utilized for N -alkylation of amines and indole synthesis where H 2 O was found to be the by-product. A broad range of aromatic amines were alkylated using this homogeneous catalyst with a catalyst loading of 0.1 mol%. Greener aromatic and aliphatic primary alcohols were utilized and a hydrogen auto-transfer strategy via a metal-ligand cooperative approach was investigated. The precursor of the antihistamine-containing drug molecule tripelennamine was synthesized on a gram scale for large-scale applicability of the current synthetic methodology. A number of control experiments were performed to investigate the possible reaction pathway and the outcomes of these experiments indicated the azo-chromophore as a hydrogen reservoir during the catalytic cycle.
Keyphrases
- visible light
- reduced graphene oxide
- room temperature
- ionic liquid
- highly efficient
- metal organic framework
- carbon dioxide
- gold nanoparticles
- electron transfer
- amino acid
- gram negative
- emergency department
- adipose tissue
- skeletal muscle
- weight loss
- high resolution
- insulin resistance
- atomic force microscopy
- single molecule
- drug induced
- glycemic control