Catalysts for the asymmetric transfer hydrogenation of various ketones from [3-[(2S)-2-[(diphenylphosphanyl)oxy]-3-phenoxypropyl]-1-methyl-1H-imidazol-3-ium chloride] and [Ru(?6-arene)(?-Cl)Cl]2, Ir(?5-C5Me5)(?-Cl)Cl]2 or [Rh(?-Cl)(cod)]2
dc.contributor.author | Meric, Nermin | |
dc.contributor.author | Arslan, Nevin | |
dc.contributor.author | Kayan, Cezmi | |
dc.contributor.author | Rafikov, Khadichakhan | |
dc.contributor.author | Zazybin, Alexey | |
dc.contributor.author | Kerimkulova, Aygul | |
dc.contributor.author | Aydemir, Murat | |
dc.date.accessioned | 2024-04-24T16:14:52Z | |
dc.date.available | 2024-04-24T16:14:52Z | |
dc.date.issued | 2019 | |
dc.department | Dicle Üniversitesi | en_US |
dc.description.abstract | The combination of [3-[(2S)-2-[(diphenylphosphanyl)oxy]-3-phenoxypropyl]-1-methyl-1H-imidazol-3-ium chloride] with [Ru(eta(6)-arene)(mu-Cl)Cl](2), Ir(eta(5)-C5Me5)(mu-Cl)Cl](2) or [Rh(mu-Cl)(cod)](2), in the presence of KOH/isoPrOH, has been found to generate catalysts that are capable of enantioselectively reducing alkyl, aryl ketones to the corresponding (R)-alcohols. Under optimized conditions, when the catalysts were applied to the asymmetric transfer hydrogenation, we obtained the secondary alcohol products in high conversions and enantioselectivities using only 0.5 mol% catalyst loading. In addition, [3-[(2S)-2-{[(chloro(eta(4)-1,5-cyclooctadiene)rhodium)diphenyl phosphanyl] oxy}-3-phenoxypropyl]-1-methyl-1H-imidazol-3-ium chloride], (6) complex is much more active than the other analogous complexes in the transfer hydrogenation. Catalyst 6 acts as excellent catalysts, giving the corresponding (R)-1-phenyl ethanol in 99% conversion in 30 min (TOF <= 396 h(-1)) and in high enantioselectivity (92% ee). | en_US |
dc.description.sponsorship | Dicle University Research Fund, Turkey [FEN.17.019, FEN.17.023]; KazakhBritish Technical University, Research Fund Kazakhstan [IRN: AP05132833, BR05236800] | en_US |
dc.description.sponsorship | Partial supports of this work by Dicle University Research Fund, Turkey (Project numbers: FEN.17.019 and FEN.17.023) and KazakhBritish Technical University, Research Fund Kazakhstan (IRN: AP05132833, BR05236800) is gratefully acknowledged. | en_US |
dc.identifier.doi | 10.1016/j.ica.2019.04.016 | |
dc.identifier.endpage | 118 | en_US |
dc.identifier.issn | 0020-1693 | |
dc.identifier.issn | 1873-3255 | |
dc.identifier.scopus | 2-s2.0-85064233682 | |
dc.identifier.scopusquality | Q2 | |
dc.identifier.startpage | 108 | en_US |
dc.identifier.uri | https://doi.org/10.1016/j.ica.2019.04.016 | |
dc.identifier.uri | https://hdl.handle.net/11468/15466 | |
dc.identifier.volume | 492 | en_US |
dc.identifier.wos | WOS:000467386900013 | |
dc.identifier.wosquality | Q2 | |
dc.indekslendigikaynak | Web of Science | |
dc.indekslendigikaynak | Scopus | |
dc.language.iso | en | en_US |
dc.publisher | Elsevier Science Sa | en_US |
dc.relation.ispartof | Inorganica Chimica Acta | |
dc.relation.publicationcategory | Makale - Uluslararası Hakemli Dergi - Kurum Öğretim Elemanı | en_US |
dc.rights | info:eu-repo/semantics/closedAccess | en_US |
dc.subject | Catalysis | en_US |
dc.subject | Asymmetric Transfer Hydrogenation | en_US |
dc.subject | Phosphinite-Cfils | en_US |
dc.subject | Ruthenium | en_US |
dc.subject | Rhodium | en_US |
dc.subject | Iridium | en_US |
dc.title | Catalysts for the asymmetric transfer hydrogenation of various ketones from [3-[(2S)-2-[(diphenylphosphanyl)oxy]-3-phenoxypropyl]-1-methyl-1H-imidazol-3-ium chloride] and [Ru(?6-arene)(?-Cl)Cl]2, Ir(?5-C5Me5)(?-Cl)Cl]2 or [Rh(?-Cl)(cod)]2 | en_US |
dc.title | Catalysts for the asymmetric transfer hydrogenation of various ketones from [3-[(2S)-2-[(diphenylphosphanyl)oxy]-3-phenoxypropyl]-1-methyl-1H-imidazol-3-ium chloride] and [Ru(?6-arene)(?-Cl)Cl]2, Ir(?5-C5Me5)(?-Cl)Cl]2 or [Rh(?-Cl)(cod)]2 | |
dc.type | Article | en_US |