35490-04-1Relevant articles and documents
Bimetallic Oriented (Au/Cu2O) vs. Monometallic 1.1.1 Au (0) or 2.0.0 Cu2O Graphene-Supported Nanoplatelets as Very Efficient Catalysts for Michael and Henry Additions
Simion, Andrada,Candu, Natalia,Coman, Simona M.,Primo, Ana,Esteve-Adell, Ivan,Michelet, Véronique,Parvulescu, Vasile I.,Garcia, Hermenegildo
, p. 6185 - 6190 (2018)
Michael and Henry addition reactions have been investigated using mono (Au and Cu2O) and bimetallic nanoplatelets (Au/Cu2O) grafted onto few-layers graphene (fl-G) films as heterogeneous catalysts by comparison with homogeneous NaOH and K2CO3 ones. In the presence of the heterogeneous catalysts, these reactions occurred in the absence of any extrinsic (NaOH and K2CO3) base with turnover numbers (TONs) at least four orders of magnitude higher. While the homogeneous catalysts provided TONs close to the unity for Au/Cu2O/fl-G this was of the order of 107. These reactions also occurred with a very good selectivity to the targeted products. These performances are in line with the basicity of these catalysts demonstrated from CO2 chemisorption measurements. The effect of the nanosize and the interaction of the nanoparticles with the graphene are also important to achieve this high activity.
Polymer-incarcerated gold-palladium nanoclusters with boron on carbon: A mild and efficient catalyst for the sequential aerobic oxidation-Michael addition of 1,3-dicarbonyl compounds to allylic alcohols
Yoo, Woo-Jin,Miyamura, Hiroyuki,Kobayashi, Shu
supporting information; experimental part, p. 3095 - 3103 (2011/04/25)
We have developed a polymer-incarcerated bimetallic Au-Pd nanocluster and boron as a catalyst for the sequential oxidation-addition reaction of 1,3-dicarbonyl compounds with allylic alcohols. The desired tandem reaction products were obtained in good to excellent yields under mild conditions with broad substrate scope. In the course of our studies, we discovered that the excess reducing agent, sodium borohydride, reacts with the polymer backbone to generate an immobilized tetravalent boron catalyst for the Michael reaction. In addition, we found bimetallic Au-Pd nanoclusters to be particularly effective for the aerobic oxidation of allylic alcohols under base- and water-free conditions. The ability to conduct the reaction under relatively neutral and anhydrous conditions proved to be key in maintaining good catalyst activity during recovery and reuse of the catalyst. Structural characterization (STEM, EDS, SEM, and N2 absorption/desorption isotherm) of the newly prepared PI/CB-Au/Pd/B was performed and compared to PI/CB-Au/Pd. We found that while boron was important for the Michael addition reaction, it was found to alter the structural profile of the polymer-carbon black composite material to negatively affect the allylic oxidation reaction.
Synthesis of new chiral 6-carbonyl 2,3,8,8a-tetrahydro-7H-oxazolo[3,2-a] pyridines
Noel, Romain,Vanucci-Bacque, Corinne,Fargeau-Bellassoued, Marie-Claude,Lhommet, Gerard
, p. 9044 - 9047 (2007/10/03)
The preparation of new chiral 6-carbonyl 2,3,8,8a-tetrahydro-7H-oxazolo[3, 2-a]pyridines by an efficient two-step procedure is described.