Chemoselective Hydrogenation of Alkynes to (Z)-Alkenes Using an Air-Stable Base Metal Catalyst

Viktoriia Zubar; Jan Sklyaruk; Aleksandra Brzozowska; Magnus Rueping

doi:10.1021/acs.orglett.0c01783

Chemoselective Hydrogenation of Alkynes to (Z)-Alkenes Using an Air-Stable Base Metal Catalyst

Viktoriia Zubar, Jan Sklyaruk, Aleksandra Brzozowska, Magnus Rueping

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34 Scopus citations

Abstract

A highly selective hydrogenation of alkynes using an air-stable and readily available manganese catalyst has been achieved. The reaction proceeds under mild reaction conditions and tolerates various functional groups, resulting in (Z)-alkenes and allylic alcohols in high yields. Mechanistic experiments suggest that the reaction proceeds via a bifunctional activation involving metal–ligand cooperativity.

Original language	English (US)
Journal	Organic Letters
DOIs	https://doi.org/10.1021/acs.orglett.0c01783
State	Published - Jul 8 2020

Bibliographical note

KAUST Repository Item: Exported on 2020-10-01
Acknowledgements: J.S. is thankful for the financial support provided by the Fondsder Chemischen Industrie. This work was financially supported by the King Abdullah University of Science and Technology (KAUST), Saudi Arabia, Office of Sponsored Research (FCC/1/1974).

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10.1021/acs.orglett.0c01783

https://repository.kaust.edu.sa/bitstream/10754/664103/1/Manuscript_accepted%20.pdf

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title = "Chemoselective Hydrogenation of Alkynes to (Z)-Alkenes Using an Air-Stable Base Metal Catalyst",

abstract = "A highly selective hydrogenation of alkynes using an air-stable and readily available manganese catalyst has been achieved. The reaction proceeds under mild reaction conditions and tolerates various functional groups, resulting in (Z)-alkenes and allylic alcohols in high yields. Mechanistic experiments suggest that the reaction proceeds via a bifunctional activation involving metal–ligand cooperativity.",

author = "Viktoriia Zubar and Jan Sklyaruk and Aleksandra Brzozowska and Magnus Rueping",

note = "KAUST Repository Item: Exported on 2020-10-01 Acknowledgements: J.S. is thankful for the financial support provided by the Fondsder Chemischen Industrie. This work was financially supported by the King Abdullah University of Science and Technology (KAUST), Saudi Arabia, Office of Sponsored Research (FCC/1/1974).",

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T1 - Chemoselective Hydrogenation of Alkynes to (Z)-Alkenes Using an Air-Stable Base Metal Catalyst

AU - Zubar, Viktoriia

AU - Sklyaruk, Jan

AU - Brzozowska, Aleksandra

AU - Rueping, Magnus

N1 - KAUST Repository Item: Exported on 2020-10-01 Acknowledgements: J.S. is thankful for the financial support provided by the Fondsder Chemischen Industrie. This work was financially supported by the King Abdullah University of Science and Technology (KAUST), Saudi Arabia, Office of Sponsored Research (FCC/1/1974).

PY - 2020/7/8

Y1 - 2020/7/8

N2 - A highly selective hydrogenation of alkynes using an air-stable and readily available manganese catalyst has been achieved. The reaction proceeds under mild reaction conditions and tolerates various functional groups, resulting in (Z)-alkenes and allylic alcohols in high yields. Mechanistic experiments suggest that the reaction proceeds via a bifunctional activation involving metal–ligand cooperativity.

AB - A highly selective hydrogenation of alkynes using an air-stable and readily available manganese catalyst has been achieved. The reaction proceeds under mild reaction conditions and tolerates various functional groups, resulting in (Z)-alkenes and allylic alcohols in high yields. Mechanistic experiments suggest that the reaction proceeds via a bifunctional activation involving metal–ligand cooperativity.

UR - http://hdl.handle.net/10754/664103

UR - https://pubs.acs.org/doi/10.1021/acs.orglett.0c01783

U2 - 10.1021/acs.orglett.0c01783

DO - 10.1021/acs.orglett.0c01783

M3 - Article

C2 - 32639161

SN - 1523-7060

JO - Organic Letters

JF - Organic Letters

ER -

Chemoselective Hydrogenation of Alkynes to (Z)-Alkenes Using an Air-Stable Base Metal Catalyst

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