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Catalysts 2018, 8(8), 312; https://doi.org/10.3390/catal8080312

Dehydrogenative Transformation of Alcoholic Substrates in Aqueous Media Catalyzed by an Iridium Complex Having a Functional Ligand with α-Hydroxypyridine and 4,5-Dihydro-1H-imidazol-2-yl Moieties

Graduate School of Human and Environmental Studies, Kyoto University, Kyoto 606-8501, Japan
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Received: 29 June 2018 / Revised: 27 July 2018 / Accepted: 27 July 2018 / Published: 31 July 2018
(This article belongs to the Special Issue Reactions in Water and in Micelles)
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Abstract

A new catalytic system that employs water as an environmentally friendly solvent for the dehydrogenative oxidation of alcohols and lactonization of diols has been developed. In this catalytic system, a water-soluble dicationic iridium complex having a functional ligand that comprises α-hydroxypyridine and 4,5-dihydro-1H-imidazol-2-yl moieties exhibits high catalytic performance. For example, the catalytic dehydrogenative oxidation of 1-phenylethanol in the presence of 0.25 mol % of the iridium catalyst and base under reflux in water proceeded to give acetophenone in 92% yield. Additionally, under similar reaction conditions, the iridium-catalyzed dehydrogenative lactonization of 1,2-benzenedimethanol gave phthalide in 98% yield. View Full-Text
Keywords: dehydrogenation; iridium catalyst; functional ligand; alcohol; diol; ketone; lactone; water solvent dehydrogenation; iridium catalyst; functional ligand; alcohol; diol; ketone; lactone; water solvent
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This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited (CC BY 4.0).

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Yoshida, M.; Wang, H.; Shimbayashi, T.; Fujita, K.-I. Dehydrogenative Transformation of Alcoholic Substrates in Aqueous Media Catalyzed by an Iridium Complex Having a Functional Ligand with α-Hydroxypyridine and 4,5-Dihydro-1H-imidazol-2-yl Moieties. Catalysts 2018, 8, 312.

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