Protocol for (E)-selective semihydrogenation of alkynes using iridium-based catalyst

Rafał Kusy; Karol Grela

doi:10.1016/j.xpro.2023.102579

Protocol for (E)-selective semihydrogenation of alkynes using iridium-based catalyst

STAR Protoc. 2023 Dec 15;4(4):102579. doi: 10.1016/j.xpro.2023.102579. Epub 2023 Sep 20.

Authors

Rafał Kusy¹, Karol Grela²

Affiliations

¹ Institute of Organic Chemistry, Polish Academy of Sciences, Kasprzaka 44/52, 01-224 Warsaw, Poland. Electronic address: raphal.qs@gmail.com.
² Biological and Chemical Research Centre, Faculty of Chemistry, University of Warsaw, Żwirki i Wigury 101, 02-089 Warsaw, Poland. Electronic address: prof.grela@gmail.com.

Abstract

In this protocol, we describe highly (E)-selective alkyne semihydrogenation employing commercially available iridium complex and a bidentate phosphine ligand. We provide steps for (E)-stilbene synthesis, remaining formic acid neutralization, and determination of the (Z)/(E) ratio using gas chromatography analysis. We then detail (E)-stilbene purification using a short pad of silica and NMR analysis. The protocol is compatible with a wide range of functionalities and different types of alkynes. For complete details on the use and execution of this protocol, please refer to Kusy et al. (2022).¹.

Keywords: Chemistry; Energy; Environmental Sciences; NMR.

MeSH terms

Alkynes
Iridium*
Stilbenes*

Substances

Iridium
Alkynes
Stilbenes