Ketone transfer hydrogenation reactions catalyzed by catalysts based on a phosphinite ligand. Issue 3 (10th June 2022)

• Record Type: Journal Article
• Authors: Karakaş, Duygu Elma; Rafikova, Khadichakhan; Baysal, Akin; Meriç, Nermin; Zazybin, Alexey; Kayan, Cezmi; Işik, Uğur; Saparbaykyzy, Islam Sholpan; Durap, Feyyaz; Aydemir, Murat
• Is Part Of: Journal of coordination chemistry. Volume 75:Issue 3/4(2022)
• Page Start: 493
• Page End: 506
• Publication Date: 2022-06-10
• Subjects: Transfer hydrogenation -- iridium -- ketone -- phosphinite ligand -- transition metal; Coordination compounds -- Periodicals; 541.2242
• DOI: 10.1080/00958972.2022.2054339
• Languages: English
• ISSNs: 0095-8972

Abstract

Abstract: Reaction of (±)-1-(2-furyl) ethanol with an equivalent Ph2 PCl in the presence of Et3 N proceeds in dry toluene under an argon atmosphere to give 1-(furan-2-yl)ethyl diphenylphosphinite (1 ) in good yield. Mononuclear complexes [dichloro(η 6 - p -cymene)(1-furan-2-ylethyl diphenylphosphinite)ruthenium(II)] (2 ), [dichloro(η 6 -benzene)(1-furan-2-ylethyl diphenylphosphinite)ruthenium(II)] (3 ), [chloro(η 4 -1, 5-cyclooctadiene)(1-furan-2-ylethyl diphenylphosphinite)rhodium(I)] (4 ) and [dichloro(η 5 -pentamethylcyclopentadienyl)(1-furan-2-ylethyl diphenylphosphinite)iridium(III)] (5 ) were synthesized and characterized by microanalysis, infrared, MS, and NMR spectroscopies. The complexes are employed as catalysts in transfer hydrogenation of aromatic ketones. The complexes catalyzed reduction of a variety of aromatic ketone substrates bearing electron-withdrawing or donating substituents with very high conversion rates (up to 99%); 5 was the most efficient catalyst for the transfer hydrogenation of ketones. Graphical Abstract: UF0001