Direct trans-Selective Ruthenium-Catalyzed Reduction of Alkynes in Two-Chamber Reactors and Continuous Flow

Karoline Thorum Neumann; Sebastian Klimczyk; Mia Burhardt; Benny Bang-Andersen; Troels Skrydstrup; Anders Thyboe Lindhardt

doi:10.1021/acscatal.6b01045

Direct trans-Selective Ruthenium-Catalyzed Reduction of Alkynes in Two-Chamber Reactors and Continuous Flow

Karoline Thorum Neumann, Sebastian Klimczyk, Mia Burhardt, Benny Bang-Andersen, Troels Skrydstrup, Anders Thyboe Lindhardt

Research output: Contribution to journal/Conference contribution in journal/Contribution to newspaper › Journal article › Research › peer-review

Abstract

An efficient trans-selective hydrogenation of alkynes under low hydrogen pressure and low reaction temperatures is reported, applying a commercially available ruthenium hydride complex. The developed reaction conditions, which tolerate a variety of functional groups, are carried out in a two-chamber setup with ex situ generated hydrogen. The reaction setup is highly suitable for deuterium labeling. The trans-selective hydrogenation was extrapolated to a transfer hydrogenation protocol, employing a packed bed immobilized ruthenium hydride catalyst in continuous flow with a retention time of only 10 min.

Original language	English
Journal	ACS Catalysis
Volume	6
Issue	7
Pages (from-to)	4710-4714
Number of pages	5
ISSN	2155-5435
DOIs	https://doi.org/10.1021/acscatal.6b01045
Publication status	Published - 7 Jun 2016

Keywords

alkynes
continuous flow
deuterium labeling
hydrogenation
ruthenium catalysis
trans-alkenes

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10.1021/acscatal.6b01045

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title = "Direct trans-Selective Ruthenium-Catalyzed Reduction of Alkynes in Two-Chamber Reactors and Continuous Flow",

abstract = "An efficient trans-selective hydrogenation of alkynes under low hydrogen pressure and low reaction temperatures is reported, applying a commercially available ruthenium hydride complex. The developed reaction conditions, which tolerate a variety of functional groups, are carried out in a two-chamber setup with ex situ generated hydrogen. The reaction setup is highly suitable for deuterium labeling. The trans-selective hydrogenation was extrapolated to a transfer hydrogenation protocol, employing a packed bed immobilized ruthenium hydride catalyst in continuous flow with a retention time of only 10 min.",

keywords = "alkynes, continuous flow, deuterium labeling, hydrogenation, ruthenium catalysis, trans-alkenes",

author = "Neumann, {Karoline Thorum} and Sebastian Klimczyk and Mia Burhardt and Benny Bang-Andersen and Troels Skrydstrup and Lindhardt, {Anders Thyboe}",

year = "2016",

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Direct trans-Selective Ruthenium-Catalyzed Reduction of Alkynes in Two-Chamber Reactors and Continuous Flow. / Neumann, Karoline Thorum; Klimczyk, Sebastian; Burhardt, Mia et al.
In: ACS Catalysis, Vol. 6, No. 7, 07.06.2016, p. 4710-4714.

Research output: Contribution to journal/Conference contribution in journal/Contribution to newspaper › Journal article › Research › peer-review

TY - JOUR

T1 - Direct trans-Selective Ruthenium-Catalyzed Reduction of Alkynes in Two-Chamber Reactors and Continuous Flow

AU - Neumann, Karoline Thorum

AU - Klimczyk, Sebastian

AU - Burhardt, Mia

AU - Bang-Andersen, Benny

AU - Skrydstrup, Troels

AU - Lindhardt, Anders Thyboe

PY - 2016/6/7

Y1 - 2016/6/7

N2 - An efficient trans-selective hydrogenation of alkynes under low hydrogen pressure and low reaction temperatures is reported, applying a commercially available ruthenium hydride complex. The developed reaction conditions, which tolerate a variety of functional groups, are carried out in a two-chamber setup with ex situ generated hydrogen. The reaction setup is highly suitable for deuterium labeling. The trans-selective hydrogenation was extrapolated to a transfer hydrogenation protocol, employing a packed bed immobilized ruthenium hydride catalyst in continuous flow with a retention time of only 10 min.

AB - An efficient trans-selective hydrogenation of alkynes under low hydrogen pressure and low reaction temperatures is reported, applying a commercially available ruthenium hydride complex. The developed reaction conditions, which tolerate a variety of functional groups, are carried out in a two-chamber setup with ex situ generated hydrogen. The reaction setup is highly suitable for deuterium labeling. The trans-selective hydrogenation was extrapolated to a transfer hydrogenation protocol, employing a packed bed immobilized ruthenium hydride catalyst in continuous flow with a retention time of only 10 min.

KW - alkynes

KW - continuous flow

KW - deuterium labeling

KW - hydrogenation

KW - ruthenium catalysis

KW - trans-alkenes

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DO - 10.1021/acscatal.6b01045

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EP - 4714

JO - ACS Catalysis

JF - ACS Catalysis

IS - 7

ER -

Direct trans-Selective Ruthenium-Catalyzed Reduction of Alkynes in Two-Chamber Reactors and Continuous Flow

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Keywords

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