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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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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container_end_page 4543
container_issue 24
container_start_page 4538
container_title Advanced synthesis & catalysis
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creator Jannsen, Nora
Pribbenow, Cornelia
Selle, Carmen
Drexler, Hans‐Joachim
Müller, Marc‐André
Medlock, Jonathan A.
Bonrath, Werner
Heller, Detlef
description 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.
doi_str_mv 10.1002/adsc.202300842
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subjects Alkenes
Alkynes
Catalysts
Hydrogenation
Industrial applications
Rhodium
Selectivity
vitamins
title Selective Catalysts for the Homogeneous Semi‐Hydrogenation
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