Stereoselective Chromium‐Catalyzed Semi‐Hydrogenation of Alkynes
Bernhard J. Gregori, Michał Nowakowski, Anke Schoch, Simon Pöllath, J. Zweck, Matthias Bauer, Axel Jacobi von Wangelin
Abstract
Abstract Chromium complexes have found very little applications as hydrogenation catalysts. Here, we report a Cr‐catalyzed semi‐hydrogenation of internal alkynes to the corresponding Z ‐alkenes with good stereocontrol (up to 99/1 for dialkyl alkynes). The catalyst comprises the commercial reagents chromium(III) acetylacetonate, Cr(acac) 3 , and diisobutylaluminium hydride, DIBAL−H, in THF. The semi‐hydrogenation operates at mild conditions (1‐5 bar H 2 , 30 °C).
Topics & Concepts
ChromiumCatalysisReagentHydrideChemistryStereoselectivityMedicinal chemistryAlkyneNoyori asymmetric hydrogenationOrganic chemistryHydrogenRutheniumAsymmetric Hydrogenation and CatalysisCatalytic Cross-Coupling ReactionsCatalytic C–H Functionalization Methods