64811-81-0Relevant academic research and scientific papers
Chemoselective hydrogenation of aromatic ketones with Pt-based heterogeneous catalysts. Substituent effects
Vetere, Virginia,Merlo, Andrea B.,Casella, Mnica L.
, p. 70 - 77 (2015/05/06)
Catalytic reduction of aromatic ketones is an interesting reaction that leads to the obtaining of alcohols. Some of these alcohols are employed as intermediaries to produce chemical fine compounds. The bimetallic catalysts are widely used in the chemoselective hydrogenation. The Surface Organometallic Chemistry on Metals (SOMC/M) is a methodology employed to obtain bimetallic systems. In the present work the hydrogenation of ketones derived from acetophenone has been studied. The aim was observe the effect on activity and selectivity to aromatic alcohols by the presence of substituents in the ring. The chemical characteristics of substituents groups could influence the way aromatic ketones are absorbed on the metallic surface. This fact can be explained by a combination of geometric and electronic effects.
Tuning the selectivity in the hydrogenation of aromatic ketones catalyzed by similar ruthenium and rhodium nanoparticles
Castelbou, Jessica Llop,Bres-Femenia, Emma,Blondeau, Pascal,Chaudret, Bruno,Castilln, Sergio,Claver, Carmen,Godard, Cyril
, p. 3160 - 3168 (2015/02/19)
Ru and Rh nanoparticles (NPs) RuI, RuII, RhI and RhII, stabilised by triphenylphosphine (PPh3) and diphenylphosphinobutane (dppb) were synthesised, characterised and applied as catalysts in the hydrogenation of several aromatic ketones. The effects of the nature of the metal and of the stabilising agent on the aryl versus ketone hydrogenation were studied. For RhNPs, the coordination of arene dominates the interaction of the substrate with the NP, whereas the coordination of the ketone group was not evidenced. For RuNPs, however, the results show that both arene and ketone coordinate to the NPs surface in a competitive manner. The properties of the stabilising ligands have a clear influence on the outcome of the reaction, and for the Rh-catalysed reactions, products of hydrogenolysis were only formed if PPh3 was used as the stabiliser. The structure of the substrate was also a key factor for the selectivity.
Clemmensen Reduction. XI. Fragmentation Reactions of Some 3-Acetylcycloalkanones
Bailey, Karen E.,Davis, Brian R.
, p. 1827 - 1834 (2007/10/03)
Clemmensen reduction of a series of 3-acetylcycloalkanones yields, as the major product, an acyclic unsaturated ketone, the product of fragmentation.Some normal carbonyl-methylene reduction also occurs.A mechanistic rationale for the fragmentation is advanced.
Copper-Catalyzed Conjugate Addition of Trialkylaluminium to α,β-Unsaturated Carbonyl Compounds
Kabbara, Jazid,Flemming, Steffen,Nickisch, Klaus,Neh, Harribert,Westermann, Juergen
, p. 743 - 754 (2007/10/02)
The Michael-type reaction of copper-catalyzed trialkylaluminium reagents with α,β-unsaturated carbonyl compounds is a useful and simple procedure for the transfer of hydrocarbon substituents.The scope of this process and the effect of chlorotrimethylsilane as additive were investigated.Preparatively useful results were generally obtainde from enones even with higher organoaluminium reagents, whereas the reaction with α,β-unsaturated aldehydes was limited to the use of trimethylaluminium.
