Selective Catalysts for the Homogeneous Semi‐Hydrogenation

An efficient and highly selective semi‐hydrogenation of terminal alkynes to alkenes using neutral dimeric rhodium(I) complexes of the type [Rh(μ‐Cl)(PP)]2 is presented. Dehydroisophytol (DIP) was chosen as the alkyne for this study because of its high importance in the industrial production of synth...

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Bibliographic Details
Published in:Advanced synthesis & catalysis 2023-12, Vol.365 (24), p.4538-4543
Main Authors: Jannsen, Nora, Pribbenow, Cornelia, Selle, Carmen, Drexler, Hans‐Joachim, Müller, Marc‐André, Medlock, Jonathan A., Bonrath, Werner, Heller, Detlef
Format: Article
Language:English
Subjects:
Alkenes
Alkynes
Catalysts
Hydrogenation
Industrial applications
Rhodium
Selectivity
vitamins
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Summary:An efficient and highly selective semi‐hydrogenation of terminal alkynes to alkenes using neutral dimeric rhodium(I) complexes of the type [Rh(μ‐Cl)(PP)]2 is presented. Dehydroisophytol (DIP) was chosen as the alkyne for this study because of its high importance in the industrial production of synthetic vitamin E. Excellent selectivity of over 91% towards the alkene was achieved with known and new rhodium catalysts. No deactivation was observed for the [Rh(μ‐Cl)(PP)]2 complexes and the molar Rh:DIP ratio could be increased to 1:20 000, and importantly, no reduction in selectivity was observed. The results presented open the door to the industrial application of homogeneous rhodium complexes in the semi‐hydrogenation of terminal alkynes.
ISSN:1615-4150
1615-4169
DOI:10.1002/adsc.202300842