title: Mesoporous silicabis(ethylsulfanyl)propane palladium catalysts for hydrogenation and one-pot two-step Suzuki cross-coupling followed by hydrogenation.
abstract: The solid phase catalytic activity of mesoporous silicabis(ethylsulfanyl)propane palladium catalysts for hydrogenation and novel one-pot two-step Suzuki cross-coupling followed by hydrogenation is described. The efficiency of catalytic hydrogenation was measured for substrate nitrobenzene with 5, 7 and 14 nm average pore diameter materials. The 5 nm pore material performed best and was also very effective in the catalytic hydrogenation of alkene, nitrile and imine substrates. Novel one-pot two-step Suzuki cross-coupling and hydrogenation was demonstrated using bromonitro- and bromodinitrobenzene and phenylboronic acid as substrates with conversion to the corresponding coupled amino compounds. As a consequence of the high affinity of the sulfur ligands for palladium, none was detected in leaching tests and the catalyst is easily separated and recycled.
authors.affiliation: School of Biological and Chemical Sciences and Centre for Materials Research, Queen Mary University of London, Mile End Road, London, E1 4NS, UK.
authors.forename: Asma
authors.initials: A
authors.lastname: Qazi
authors.forename: Alice
authors.initials: A
authors.lastname: Sullivan
mesh_terms: D000475:Alkenes / Q000737:chemistry; D001897:Boronic Acids / Q000737:chemistry; D002384:Catalysis; D056831:Coordination Complexes / Q000737:chemistry*; D006865:Hydrogenation; D007097:Imines / Q000737:chemistry; D053768:Metal Nanoparticles / Q000737:chemistry / Q000648:ultrastructure; D009570:Nitriles / Q000737:chemistry; D009578:Nitrobenzenes / Q000737:chemistry; D010165:Palladium / Q000737:chemistry*; D016062:Porosity; D012822:Silicon Dioxide / Q000737:chemistry*; D013379:Substrate Specificity
chemical_list: D000475:Alkenes; D001897:Boronic Acids; D056831:Coordination Complexes; D007097:Imines; D009570:Nitriles; D009578:Nitrobenzenes; D010165:Palladium; D012822:Silicon Dioxide; C036077:nitrobenzene; C010686:benzeneboronic acid