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

Viktoriia Zubar, Jan Sklyaruk, Aleksandra Brzozowska, Magnus Rueping

2020Organic Letters42 citationsDOI

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.

Topics & Concepts

ChemistryBifunctionalCatalysisAllylic rearrangementManganeseLigand (biochemistry)Base (topology)MetalCooperativityReaction conditionsBase metalAlkeneCombinatorial chemistryOrganic chemistryMaterials scienceReceptorMathematicsBiochemistryMathematical analysisWeldingMetallurgyAsymmetric Hydrogenation and CatalysisCatalytic C–H Functionalization MethodsChemical Synthesis and Analysis
Chemoselective Hydrogenation of Alkynes to (<i>Z</i>)<i>-</i>Alkenes Using an Air-Stable Base Metal Catalyst | Litcius