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NHC-Based Iridium Catalysts for Hydrogenation and Dehydrogenation of N-Heteroarenes in Water under Mild Conditions
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    NHC-Based Iridium Catalysts for Hydrogenation and Dehydrogenation of N-Heteroarenes in Water under Mild Conditions
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    Departement für Chemie und Biochemie, Universität Bern, Freiestrasse 3, CH-3012 Bern, Switzerland
    Leibniz-Institut für Katalyse e.V., Albert-Einstein-Strasse 29a, 18059 Rostock, Germany
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    ACS Catalysis

    Cite this: ACS Catal. 2018, 8, 1, 17–21
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    https://doi.org/10.1021/acscatal.7b03547
    Published November 20, 2017
    Copyright © 2017 American Chemical Society

    Abstract

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    We present a set of iridium complexes containing triazolylidene ligands that are highly active for the reduction of quinoline under 5 atm of H2 pressure and using water as a solvent. This reduction is effective also with a wide variety of quinolines having functionalities at the 2-, 3-, 6-, and 8-positions. One complex is active as well in catalyzing the reverse, viz., the dehydrogenation of tetrahydroquinoline, in high yields and in the same medium without the need of an external hydrogen scavenger. The use of a single catalyst for both hydrogenation and dehydrogenation processes is highly attractive for reversible hydrogen storage in liquid organic hydrogen carriers.

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    • NMR spectra from deuteration and reaction intermediates, time–conversion profile for dehydrogenation, NMR spectra of products, and experimental procedures (PDF)

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    Cite this: ACS Catal. 2018, 8, 1, 17–21
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    https://doi.org/10.1021/acscatal.7b03547
    Published November 20, 2017
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