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Ni(II)–N′NN′ pincer complexes catalyzed dehydrogenation of primary alcohols to carboxylic acids and H2 accompanied by alcohol etherification

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Abstract

Acceptorless dehydrogenation of alcohols to carboxylic acid derivatives catalyzed by a transition metal complex is an important reaction in modern organic synthesis and catalysis, for which nickel complexes have rarely been developed. Herein we report three Ni(II) complexes bearing pyridine-based N′NN′ type pincer ligands, which catalyze the acceptorless dehydrogenation of primary alcohols to carboxylic acids under anhyrous conditions. The complex [NiCl2(L3)] 3 (L3 = 2,6-bis(diethylaminomethyl)pyridine) displays the best catalytic reactivity, catalyzing the primary alcohols to carboxylic acids and H2 in good yields (40–90%). Further investigation reveals that an unexpected alcohol etherification occurs, which gives the second oxygen atom for the formation of the carboxylic acid. Our results give a thread for the design of new nickel complexes without phosphine and N-heterocycle carbene ligands for the acceptorless oxidation of alcohols.

Graphical abstract: Ni(ii)–N′NN′ pincer complexes catalyzed dehydrogenation of primary alcohols to carboxylic acids and H2 accompanied by alcohol etherification

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Publication details

The article was received on 07 Mar 2017, accepted on 03 May 2017 and first published on 05 May 2017


Article type: Paper
DOI: 10.1039/C7CY00432J
Citation: Catal. Sci. Technol., 2017, Advance Article
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    Ni(II)–N′NN′ pincer complexes catalyzed dehydrogenation of primary alcohols to carboxylic acids and H2 accompanied by alcohol etherification

    Z. Dai, Q. Luo, H. Jiang, Q. Luo, H. Li, J. Zhang and T. Peng, Catal. Sci. Technol., 2017, Advance Article , DOI: 10.1039/C7CY00432J

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