1112-27-2Relevant articles and documents
The binuclear iridium (II) hydride complex [(C5ME5)Ir(μ-H)]2: A novel base for reversible deprotonation acidic organic compounds and a unique catalyst for C-C bond cleavage of aromatic 1,2-diols and Michael additions [2]
Hou,Koizumi,Fujita,Yamazaki,Wakatsuki
, p. 5812 - 5813 (2001)
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C-H Bond Activation by Ruthenium(0) Complexes. Isolation of an Active Intermediate in the Ruthenium Catalyzed Aldol and Michael Reactions
Mizuho, Yuji,Kasuga, Noriko,Komiya, Sanshiro
, p. 2127 - 2130 (1991)
Carbon-hydrogen bond oxidative addition of alkyl cyanoacetate to Ru(C2H4)(PPh3)3 in benzene at room temperature gives mer-RuH(NCCHCOOR)(NCCH2COOR)(PPh3)3 (R=Me, Et) accompanied by the liberation of ethylene.X-Ray structure analysis of the THF adduct (R=Me) reveals that NCCHCOOMe group bonds to ruthenium not through the methine carbon but the cyano group.These complexes react with benzaldehyde and methyl iodide to give alkyl (E)-1-cyanocinnamate and alkyl-2-cyanopropionate, respectively.
The remarkable catalytic activity of ultra-small free-CeO2 nanoparticles in selective carbon-carbon bond formation reactions in water at room temperature
Banerjee, Subhash
supporting information, p. 5350 - 5353 (2015/07/07)
A simple and efficient protocol for selective bis-Michael addition and mono-allylation of active methylene compounds has been demonstrated using ultra-small (size ~5 nm) uncapped cerium oxide nanoparticles (free-CeO2 NPs) as a reusable catalyst in water at room temperature. The free-CeO2 NPs were characterized by powder XRD, TEM and XPS studies. Free-CeO2 NPs efficiently catalyzed both the reactions and produced good to excellent yields of products.
Ionic liquid as catalyst and solvent: the remarkable effect of a basic ionic liquid, [bmIm]OH on Michael addition and alkylation of active methylene compounds
Ranu, Brindaban C.,Banerjee, Subhash,Jana, Ranjan
, p. 776 - 782 (2007/10/03)
A basic ionic liquid, 1-methyl-3-butylimidazolium hydroxide, [bmIm]OH, catalyzes the Michael addition of active methylene compounds to conjugated ketones, carboxylic esters and nitriles. It further catalyzes the addition of thiols to α,β-acetylenic ketones and alkylation of 1,3-dicarbonyl and -dicyano compounds. The Michael addition to α,β-unsaturated ketones proceeds in the usual way, giving the monoaddition products, whereas addition to α,β-unsaturated esters and nitriles leads exclusively to the bis-addition products. The α,β-acetylenic ketones undergo double conjugate addition with thiols producing β-keto 1,3-dithio-derivatives. In the alkylation reaction the acyclic 1,3-diketones are monoalkylated, whereas cyclic ketones undergo dialkylation under identical conditions. All these reactions were carried out without any organic solvent. The ionic liquid can also be recycled.