Cationic NHC‐Phosphine Iridium Complexes: Highly Active Catalysts for Base‐Free Hydrogenation of Ketones

Abstract: Novel bidentate N‐heterocyclic carbene‐phosphine iridium complexes have been synthesized and evaluated in the hydrogenation of ketones. Reported catalytic systems require base additives and, if excluded, need elevated temperature or high pressure of hydrogen gas to achieve satisfactory reactivity. The developed catalysts showed extremely high reactivity and good enantioselectivity under base‐free and mild conditions. In the presence of 1 mol % catalyst under 1 bar hydrogen pressure at room temperature, hydrogenation was complete in 30 minutes giving up to 96 % ee. Again, this high reactivity was achieved in additive‐free conditions. Mechanistic experiments demonstrated that balloon pressure of hydrogen was sufficient to form the activate species by reducing and eliminating the 1,5‐cyclooctadiene ligand. The pre‐activated catalyst was able to hydrogenate acetophenone with 89 % conversion in 5 min.

Location
Deutsche Nationalbibliothek Frankfurt am Main
Extent
Online-Ressource
Language
Englisch

Bibliographic citation
Cationic NHC‐Phosphine Iridium Complexes: Highly Active Catalysts for Base‐Free Hydrogenation of Ketones ; volume:26 ; number:58 ; year:2020 ; pages:13311-13316 ; extent:6
Chemistry - a European journal ; 26, Heft 58 (2020), 13311-13316 (gesamt 6)

Creator
Quan, Xu
Kerdphon, Sutthichat
Peters, Bram B. C.
Rujirawanich, Janjira
Krajangsri, Suppachai
Jongcharoenkamol, Jira
Andersson, Pher G.

DOI
10.1002/chem.202002811
URN
urn:nbn:de:101:1-2022060713094907202171
Rights
Open Access; Der Zugriff auf das Objekt ist unbeschränkt möglich.
Last update
15.08.2025, 7:24 AM CEST

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Associated

  • Quan, Xu
  • Kerdphon, Sutthichat
  • Peters, Bram B. C.
  • Rujirawanich, Janjira
  • Krajangsri, Suppachai
  • Jongcharoenkamol, Jira
  • Andersson, Pher G.

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