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N-Alkylation of Amines by C1-C10 Aliphatic Alcohols Using A Well-Defined Ru(II)-Catalyst. A Metal-Ligand Cooperative Approach

Amit Kumar Guin, Subhasree Pal, Subhajit Chakraborty, Santana Chakraborty and Nanda D. Paul*

*Department of Chemistry, Indian Institute of Engineering Science and Technology, Shibpur, Botanic Garden, Howrah 711103, India, Email: ndpaul2014chem.iiests.ac.in

A. K. Guin, S. Pal, S. Chakraborty, S. Chakraborty, N. D. Paul, J. Org. Chem., 2023, 88, 5944-5961.

DOI: 10.1021/acs.joc.3c00313


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Abstract

Low loadings of an air-stable and easy to prepare Ru complex bearing a tridentate redox-active azo-aromatic pincer ligand catalyze N-alkylation of amines with C3-C10 alcohols. A wide array of N-methylated, N-ethylated, and N-alkylated amines were prepared in good yields with wide functional group tolerance.

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proposed mechanism



Zn(II)-Catalyzed Selective N-Alkylation of Amines with Alcohols Using Redox Noninnocent Azo-Aromatic Ligand as Electron and Hydrogen Reservoir

S. Chakraborty, R. Mondal, S. Pal, A. J. Guin, L. Roy, N. D. Paul, J. Org. Chem., 2023, 88, 771-787.


Key Words

aryl amines, benzylic amines


ID: J42-Y2023