Acceptorless and base-free dehydrogenation of alcohols and amines using ruthenium-hydride complexes

An efficient, operatively simple, acceptorless, and base-free dehydrogenation of secondary alcohols and nitrogen-containing heterocyclic compounds was achieved by using readily available ruthenium hydride complexes as precatalysts. The complex RuH2(CO)(PPh3)3 (1) and Shvo’s complex (2) showed excell...

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Main Authors: Muthaiah, Senthilkumar, Hong, Soon Hyeok
Other Authors: School of Physical and Mathematical Sciences
Format: Journal Article
Language:English
Published: 2013
Online Access:https://hdl.handle.net/10356/98297
http://hdl.handle.net/10220/12337
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author Muthaiah, Senthilkumar
Hong, Soon Hyeok
author2 School of Physical and Mathematical Sciences
author_facet School of Physical and Mathematical Sciences
Muthaiah, Senthilkumar
Hong, Soon Hyeok
author_sort Muthaiah, Senthilkumar
collection NTU
description An efficient, operatively simple, acceptorless, and base-free dehydrogenation of secondary alcohols and nitrogen-containing heterocyclic compounds was achieved by using readily available ruthenium hydride complexes as precatalysts. The complex RuH2(CO)(PPh3)3 (1) and Shvo’s complex (2) showed excellent activities for the dehydrogenation of secondary alcohols and nitrogen containing heterocycles. In addition to complexes 1 and 2, the complex RuH2(PPh3)4 (3) also showed moderate to excellent activity for the acceptorless dehydrogenation of nitrogen-containing heterocyclic compounds. Kinetic studies on the oxidation reaction of 1-phenylethanol using complex 1 were carried out in the presence and the absence of external triphenylphosphine (PPh3). External addition of PPh3 had a negative influence on the rate of the reaction, which suggested that dissociation of PPh3 occurred during the course of the reaction. Hydrogen was evolved from the oxidation reaction of 1-phenylethanol by using 1 mol% of 1 (88%) and 2 (92%), which demonstrated the possible usage of the catalytic systems in hydrogen generation.
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spelling ntu-10356/982972020-03-07T12:34:46Z Acceptorless and base-free dehydrogenation of alcohols and amines using ruthenium-hydride complexes Muthaiah, Senthilkumar Hong, Soon Hyeok School of Physical and Mathematical Sciences An efficient, operatively simple, acceptorless, and base-free dehydrogenation of secondary alcohols and nitrogen-containing heterocyclic compounds was achieved by using readily available ruthenium hydride complexes as precatalysts. The complex RuH2(CO)(PPh3)3 (1) and Shvo’s complex (2) showed excellent activities for the dehydrogenation of secondary alcohols and nitrogen containing heterocycles. In addition to complexes 1 and 2, the complex RuH2(PPh3)4 (3) also showed moderate to excellent activity for the acceptorless dehydrogenation of nitrogen-containing heterocyclic compounds. Kinetic studies on the oxidation reaction of 1-phenylethanol using complex 1 were carried out in the presence and the absence of external triphenylphosphine (PPh3). External addition of PPh3 had a negative influence on the rate of the reaction, which suggested that dissociation of PPh3 occurred during the course of the reaction. Hydrogen was evolved from the oxidation reaction of 1-phenylethanol by using 1 mol% of 1 (88%) and 2 (92%), which demonstrated the possible usage of the catalytic systems in hydrogen generation. 2013-07-26T01:59:53Z 2019-12-06T19:53:18Z 2013-07-26T01:59:53Z 2019-12-06T19:53:18Z 2012 2012 Journal Article Muthaiah, S., & Hong, S. H. (2012). Acceptorless and Base-Free Dehydrogenation of Alcohols and Amines using Ruthenium-Hydride Complexes. Advanced Synthesis & Catalysis, 354(16), 3045-3053. 1615-4150 https://hdl.handle.net/10356/98297 http://hdl.handle.net/10220/12337 10.1002/adsc.201200532 en Advanced synthesis & catalysis © 2012 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.
spellingShingle Muthaiah, Senthilkumar
Hong, Soon Hyeok
Acceptorless and base-free dehydrogenation of alcohols and amines using ruthenium-hydride complexes
title Acceptorless and base-free dehydrogenation of alcohols and amines using ruthenium-hydride complexes
title_full Acceptorless and base-free dehydrogenation of alcohols and amines using ruthenium-hydride complexes
title_fullStr Acceptorless and base-free dehydrogenation of alcohols and amines using ruthenium-hydride complexes
title_full_unstemmed Acceptorless and base-free dehydrogenation of alcohols and amines using ruthenium-hydride complexes
title_short Acceptorless and base-free dehydrogenation of alcohols and amines using ruthenium-hydride complexes
title_sort acceptorless and base free dehydrogenation of alcohols and amines using ruthenium hydride complexes
url https://hdl.handle.net/10356/98297
http://hdl.handle.net/10220/12337
work_keys_str_mv AT muthaiahsenthilkumar acceptorlessandbasefreedehydrogenationofalcoholsandaminesusingrutheniumhydridecomplexes
AT hongsoonhyeok acceptorlessandbasefreedehydrogenationofalcoholsandaminesusingrutheniumhydridecomplexes