Tethered NHC Ligands for Stereoselective Alkyne Semihydrogenations

Felix Pape; Johannes F. Teichert

doi:10.1055/s-0036-1590112

Synthesis, Inhaltsverzeichnis

Synthesis 2017; 49(11): 2470-2482
DOI: 10.1055/s-0036-1590112

paper

Tethered NHC Ligands for Stereoselective Alkyne Semihydrogenations

Felix Pape

Institut für Chemie, Technische Universität Berlin, Straße des 17. Juni 115, 10623 Berlin, Germany eMail: johannes.teichert@chem.tu-berlin.de

,

Johannes F. Teichert*

Institut für Chemie, Technische Universität Berlin, Straße des 17. Juni 115, 10623 Berlin, Germany eMail: johannes.teichert@chem.tu-berlin.de

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Abstract

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Abstract

A copper(I)-catalyzed semihydrogenation of internal alkynes has been developed. A variety of oxygen- and nitrogen-tethered N-heterocyclic carbene (NHC) complexes have been investigated, leading to a highly Z-selective transformation. The catalyst is generated from inexpensive copper(I) chloride in situ and allows catalytic semihydrogenation down to 10 bar H₂.

Key words

alkynes - dihydrogen - copper - stereoselectivity - hydrogenation - NHC ligands

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Referenzen

References

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Zusatzmaterial

Supporting Information