Synthesis 2017; 49(11): 2470-2482
DOI: 10.1055/s-0036-1590112
paper
© Georg Thieme Verlag Stuttgart · New York

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
› Author Affiliations
Further Information

Publication History

Received: 04 January 2017

Accepted after revision: 09 February 2017

Publication Date:
17 February 2017 (eFirst)

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.

Supporting Information

 
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