5735-88-6Relevant articles and documents
Pickering emulsions assisted synthesis of fatty acetal over phenyl sulfonic groups grafted on activated charcoal
Clacens, Jean-Marc,Corbet, Matthieu,Marion, Philippe,Richard, Frédéric,Xu, Minrui
, (2020)
Activated charcoal Darco? KB-G, was functionalized with phenyl sulfonic groups (Ph-SO3H) by surface modification in acidic aqueous media under mild conditions (25 °C, Patm). The formation of new C[sbnd]C covalent bonds was confirmed by both TGA and XPS. The functionalized amphiphilic solids were also characterized by nitrogen adsorption-desorption, SEM, IR and Raman spectroscopy. The reference solid Darco-0.50ASFL stabilized dodecyl aldehyde/ethylene glycol by Pickering emulsions and demonstrated both good activity and selectivity in a solvent-free biphasic acetalization. Kinetic studies of the formation of hemiacetal and acetal were investigated by monitoring the progress of the reaction by HPLC. Experimental kinetic profiles of dodecyl aldehyde, hemiacetal and acetal were compared to model kinetic profiles. The recycling of Darco-0.50ASFL was also studied by performing five consecutive catalytic runs without regeneration of the catalyst.
Tunable catalysts for solvent-free biphasic systems: Pickering interfacial catalysts over amphiphilic silica nanoparticles
Zhou, Wen-Juan,Fang, Lin,Fan, Zhaoyu,Albela, Belén,Bonneviot, Laurent,De Campo, Floryan,Pera-Titus, Marc,Clacens, Jean-Marc
supporting information, p. 4869 - 4872 (2014/04/17)
Stabilization of oil/oil Pickering emulsions using robust and recyclable catalytic amphiphilic silica nanoparticles bearing alkyl and propylsulfonic acid groups allows fast and efficient solvent-free acetalization of immiscible long-chain fatty aldehydes with ethylene glycol.
Towards the rational design of palladium-N-heterocyclic carbene catalysts by a combined experimental and computational approach
O'Brien, Christopher J.,Kantchev, Eric Assen B.,Chass, Gregory A.,Hadei, Niloufar,Hopkinson, Alan C.,Organ, Michael G.,Setiadi, David H.,Tang, Ting-Hua,Fang, De-Cai
, p. 9723 - 9735 (2007/10/03)
A combined experimental and computational approach towards the development of Pd-NHC catalysts is described. A range of benzimidazolylidinium ligands incorporating electron-rich and electron-poor substituents were prepared and evaluated in the Suzuki reaction. The most electron-rich ligand showed the highest catalytic activity. Based on this information, the first alkyl-alkyl Negishi cross-coupling reaction protocol was developed. Evaluation of N,N′-diaryl-(4,5-dihydro)imidazolylilidinium ligands showed a strong dependence on the steric topography around the metal centre. A computational study of the most active ligand in the Negishi reaction, its Pd(0) and PdCl 2-complexes and related structures were modelled at the B3LYP/DZVP and HF/3-21G levels of theory. The potential energy hypersurfaces flattened with increase in ligand size. Binding energies were computed for carbene/Pd(0) adducts (in the range ~31-40 kcal mol-1), roughly double that for PH3 (~16 kcal mol-1). Weak intramolecular interactions were found using AIM analyses.