13513-82-1Relevant articles and documents
Transfer hydrogenation of ketones catalyzed by 1-alkylbenzimidazole ruthenium(II) complexes
Oezdemir, Ismail,Sahin, Neslihan,Cetinkaya, Bekir
, p. 205 - 209 (2007)
Six [RuCl2(1-alkylbenzimidazole)(p-cymene)] complexes have been prepared and the new compounds characterized by C, H, N analyses, 1H NMR, and 13C NMR. The reduction of ketones to alcohols via transfer hydrogenation was ach
New dipyridylamine ruthenium complexes for transfer hydrogenation of aryl ketones in water
Romain, Charles,Gaillard, Sylvain,Elmkaddem, Mohammed K.,Toupet, Loic,Fischmeister, Cedric,Thomas, Christophe M.,Renaud, Jean-Luc
, p. 1992 - 1995 (2010)
A new family of cationic organometallic chloro compounds of the type [(arene)Ru(N,N)(Cl)]+ containing N,N-chelating dipyridylamine ligands has been synthesized and isolated as the chloride salts, which are water soluble and stable to hydrolysis. The resulting mononuclear ruthenium complexes catalyze the transfer hydrogenation of aryl ketones in aqueous solution to give the corresponding alcohols with good conversion and interesting recyclability.
Ruthenium complexes of triazole-based scorpionate ligands transfer hydrogen to substrates under base-free conditions
Kumar, Mukesh,Depasquale, Joseph,White, Nicholas J.,Zeller, Matthias,Papish, Elizabeth T.
, p. 2135 - 2144 (2013)
The first ruthenium complexes of bulky tris(triazolyl)borate (Ttz) ligands were synthesized, fully characterized, and studied as transfer hydrogenation catalysts. The structures of the complexes were (η6-arene)RuCl(N, N), where in each case N,N is a κ2-Ttz or bis(triazolyl)borate (Btz) ligand (arene = p-cymene (1, 3, 5, 6), benzene (2), C6Me 6 (4); N,N = TtzPh,Me* (1, 2), TtzMe,Me (3, 4), Ttz (5), Btz (6)). All but 5 were crystallographically characterized, and notably for 1 and 2 a rearranged ligand structure is observed (as indicated by an asterisk). These complexes were all effective catalysts for transfer hydrogenation of aryl ketones in isopropyl alcohol with base co-catalyst, with rates that were accelerated by moisture-free conditions. Complexes 1 and 2 are also effective catalysts for base-free transfer hydrogenation, and with 1 hydrogenation of several base-sensitive substrates was demonstrated. The ability of 1 to serve as a hydrogenation catalyst without base is attributed primarily to steric bulk, and a preliminary mechanism for formation of that active catalyst is proposed.
Mn(i) phosphine-amino-phosphinites: a highly modular class of pincer complexes for enantioselective transfer hydrogenation of aryl-alkyl ketones
Jayaprakash, Harikrishnan
supporting information, p. 14115 - 14119 (2021/10/25)
A series of Mn(i) catalysts with readily accessible and more π-accepting phosphine-amino-phosphinite (P′(O)N(H)P) pincer ligands have been explored for the asymmetric transfer hydrogenation of aryl-alkyl ketones which led to good to high enantioselectivities (up to 98%) compared to other reported Mn-based catalysts for such reactions. The easy tunability of the chiral backbone and the phosphine moieties makes P′(O)N(H)P an alternative ligand framework to the well-known PNP-type pincers.
Abiotic reduction of ketones with silanes catalysed by carbonic anhydrase through an enzymatic zinc hydride
Ji, Pengfei,Park, Jeeyoung,Gu, Yang,Clark, Douglas S.,Hartwig, John F.
, p. 312 - 318 (2021/02/26)
Enzymatic reactions through mononuclear metal hydrides are unknown in nature, despite the prevalence of such intermediates in the reactions of synthetic transition-metal catalysts. If metalloenzymes could react through abiotic intermediates like these, then the scope of enzyme-catalysed reactions would expand. Here we show that zinc-containing carbonic anhydrase enzymes catalyse hydride transfers from silanes to ketones with high enantioselectivity. We report mechanistic data providing strong evidence that the process involves a mononuclear zinc hydride. This work shows that abiotic silanes can act as reducing equivalents in an enzyme-catalysed process and that monomeric hydrides of electropositive metals, which are typically unstable in protic environments, can be catalytic intermediates in enzymatic processes. Overall, this work bridges a gap between the types of transformation in molecular catalysis and biocatalysis. [Figure not available: see fulltext.]
