Perfluoroalkylated Main‐Group Element Lewis Acids as Catalysts in Transfer Hydrogenation. Issue 24 (26th June 2017)

• Record Type: Journal Article
• Authors: Bader, Julia; Maier, Alexander F. G.; Paradies, Jan; Hoge, Berthold
• Is Part Of: European journal of inorganic chemistry. Issue 24(2017)
• Page Start: 3053
• Page End: 3056
• Publication Date: 2017-06-26
• Subjects: Fluorine -- Lewis acids -- Transfer hydrogenation -- Homogeneous catalysis -- Phosphorus; Chemistry, Inorganic -- Periodicals; Organometallic chemistry -- Periodicals; Bioinorganic chemistry -- Periodicals; Solid state chemistry -- Periodicals; 546
• DOI: 10.1002/ejic.201700524
• Languages: English
• ISSNs: 1434-1948

Abstract

Abstract : Transfer hydrogenation plays an important part in organic chemistry. Recently, strong Lewis acids like B(C6 F5 )3 have been introduced as a catalyst for these reactions. We successfully employed the Lewis acid (C2 F5 )3 PF2 as a catalyst in the transfer hydrogenation between 1, 3, 5‐trimethylcyclohexa‐1, 4‐diene and 1, 1‐diphenylethylene. Surprisingly, the treatment of the diene alone with a catalytic amount of (C2 F5 )3 PF2 led to a quantitative dismutation to mesitylene and 1, 3, 5‐trimethylcyclohexane. With B(C6 F5 )3, there was a solvent‐dependency: in CH2 Cl2 mainly the dismutation products were obtained, while in toluene the evolution of H2 was observed. Additionally, the catalytic activity of various perfluoroalkylated germanes and silanes was tested. Abstract : The Lewis acid (C2 F5 )3 PF2 catalyzes the transfer hydrogenation between 1, 3, 5‐trimethylcyclohexa‐1, 4‐diene and 1, 1‐diphenylethylene. Surprisingly, the treatment of the diene alone with a catalytic amount of (C2 F5 )3 PF2 leads to a quantitative dismutation to mesitylene and 1, 3, 5‐trimethylcyclohexane. Additionally, the catalytic activity of various perfluoroalkylated germanes and silanes was tested.