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Issue 6, 2018
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ortho-Amino group functionalized 2,2′-bipyridine based Ru(II) complex catalysed alkylation of secondary alcohols, nitriles and amines using alcohols

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Abstract

Various Ru(II) complexes bearing functionalized 2,2′-bipyridine ligands were synthesized and fully characterized. Among them, a new N6,N6′-dimethyl-2,2′-bipyridine-6,6′-diamine ligand was found to be the most electron-rich ligand as its corresponding Ru(II) complex (1a) displayed the lowest νco value and the highest efficiency in the β-alkylation of secondary alcohols with primary alcohols (TON = 98 860). Complex 1a also exhibited a greater reactivity in the monoalkylation of acetonitrile, α-alkylation as well as α-methylation of arylacetonitriles. Compared to the other reported systems, in α-methylation of nitriles complex 1a presented superior catalytic activity. The potential of complex 1a was extended further in N-methylation of amines using methanol as a green methylating agent.

Graphical abstract: ortho-Amino group functionalized 2,2′-bipyridine based Ru(ii) complex catalysed alkylation of secondary alcohols, nitriles and amines using alcohols

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The article was received on 28 Nov 2017, accepted on 03 Jan 2018 and first published on 03 Jan 2018


Article type: Research Article
DOI: 10.1039/C7QO01061C
Citation: Org. Chem. Front., 2018,5, 1008-1018
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    ortho-Amino group functionalized 2,2′-bipyridine based Ru(II) complex catalysed alkylation of secondary alcohols, nitriles and amines using alcohols

    B. C. Roy, S. Debnath, K. Chakrabarti, B. Paul, M. Maji and S. Kundu, Org. Chem. Front., 2018, 5, 1008
    DOI: 10.1039/C7QO01061C

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