32917-52-5Relevant academic research and scientific papers
Highly selective hydrogenation of aromatic ketones to alcohols in water: effect of PdO and ZrO2
Alsalahi, W.,Trzeciak, A. M.,Tylus, W.
, p. 10386 - 10393 (2021/08/09)
Pd/ZrO2and PdO/ZrO2composites, containing Pd or PdO nanoparticles, were prepared using an original one-step methodology. These nanocomposites catalyze the hydrogenation of acetophenone (AP) at 1 bar and 10 bar of H2in an aqueous solution. Compared to unsupported Pd or PdO nanoparticles, a remarkable increase in their activity was achieved as a result of interaction with zirconia. An unsupported PdO hydrogenated AP mainly to ethylbenzene (EB), while excellent regioselectivity towards 1-phenylethanol (PE) was obtained with PdO/ZrO2and it was preserved during recycling. Similarly, regioselectivity to PE was higher with Pd/ZrO2compared to unsupported Pd NPs. PdO and zirconia resulted in high selectivity to alcohols in the hydrogenation of substituted acetophenones.
Effect of solvent in the hydrogenation of acetophenone catalyzed by Pd/S-DVB
Bereta, Tomasz,Mieczyńska, Ewa,Ronka, Sylwia,Tylus, W?odzimierz,Trzeciak, Anna M.
, p. 5023 - 5028 (2021/03/26)
A solvent effect was found in the hydrogenation of acetophenone catalyzed by a new Pd/S-DVB catalyst, immobilized on a styrene (S)/divinylbenzene (DVB) copolymer containing phosphinic groups. The porous structure of the catalyst was characterized by a specific surface area of 94.7 m2g?1. The presence of Pd(ii) and Pd(0) in Pd/S-DVB was evidenced by XPS and TEM. Pd/S-DVB catalyzes the hydrogenation of acetophenone (APh) to 1-phenylethanol (PhE) and ethylbenzene (EtB). The highest conversion of APh was obtained in methanol (MeOH) and in 2-propanol (2-PrOH), while in water it was lower. The conversion of APh correlates well with the hydrogen-bond-acceptance (HBA) capacity of the solvent. However, in all binary mixtures of alcohol and water the APh conversion and the yield of products significantly decreased. The observed inhibiting effect can be explained by the microheterogeneity of these mixtures and the blocking of the catalyst surface restricting access of the substrates to the Pd centers.
Asymmetric reduction of acetophenone derivatives by Lens culinaris
Ferreira, Daniele Alves,Da Costa Assun??o, Jo?o Carlos,De Lemos, Telma Leda Gomes,Monte, Francisco José Queiroz
, p. 469 - 475 (2013/02/23)
The enzymatic reduction of acetophenone derivatives has been evaluated using whole cells from the edible plant lentil (Lens culinaris) as biocatalyst to afford chiral (R) and (S)-alcohols in enantiomeric excess 68-99%. Acetophenone was selected as the model substrate for enantioselective bioreduction. The reaction was performed under a range of conditions in order to optimize the bioreduction procedure with respect to reaction time, media and optimal mass of lentil. With substituted (fluorine, chlorine, bromine, methyl, hydroxyl, methoxy, amino and nitro groups) acetophenones, electronic and steric influences on the course of the reaction were observed.
Aromatic alkenylation using electrophilic organogallium reagent generated from allenylsilane and GaCl3
Kido, Yoshiyuki,Yonehara, Fumi,Yamaguchi, Masahiko
, p. 827 - 833 (2007/10/03)
Aromatic hydrocarbons are alkenylated with silylallene in the presence of GaCl3 at -90°C. Organometallic electrophiles generated from the allene and GaCl3 are the active species in this reaction. A modest level of ortho-selectivity is observed. While the silylallene reacts exclusively at the 2-position, 1,2-alkadiene reacts at the 1-position predominantly.
STEREOSELECTIVE COMPLEXATION OF PROCHIRAL ARENES. PART I. ASYMMETRIC INDUCTION MEDIATED BY AN ALPHA CHIRAL CENTER
Rosca, Sinziana,Orfanu, Cristina,Stan, Raluca,Rosca, Sorin I.
, p. 1225 - 1234 (2007/10/03)
Diastereoselective Cr(CO)3-complexation of 2,5-dimethylphenyl-alkyl-carbinols was studied. Depending on the structure of the asymmetric alpha carbon atom, a diastereomeric excess of 12-96 percent was obtained. A relative configuration R*S* of the resulted complexes is infered, indicating a preferential complexation from the same side with carbinolic hydroxyl group.
