28225-52-7Relevant articles and documents
Valorization of furfural using ruthenium (II) complexes containing phosphorus-nitrogen ligands under homogeneous transfer hydrogen condition
Aguirre, Pedro,Aranda, Braulio,López, Vicente,Moya, Sergio A.,Parra-Melipán, Sebastián,Valdebenito, Gonzalo
, (2021/08/10)
In this paper, we report the catalytic activity of a series of ruthenium (II) complexes containing phosphorus-nitrogen bidentated (P-N) ligands in the hydrogenation of furfural via hydrogen transfer reaction using two hydrogen donor sources: 2-propanol in basic medium and formic acid under mild conditions. The results showed that all the ruthenium complexes studied are catalytically active in the hydrogenation of furfural by hydrogen transfer reaction; they showed 100% conversion with both hydrogen sources. However, selectivities towards the formation of furfuryl alcohol were better when formic acid was used. It was also found that the reaction studied in a basic medium competes with the Cannizzaro reaction, obtaining furfuryl alcohol and furoic acid in a 70/30 ratio; on the other hand, using formic acid as the hydrogen source yields furfuryl alcohol with 100% selectivity. Although formic acid can be used as a hydrogen source successfully. The optimal substrate/acid ratio was found to be 1:1, as a higher concentration of formic acid can cause catalyst decomposition. The yielded products, furfuryl alcohol and furoic acid, obtained from renewable sources, have multiple applications in the organic chemical industry, replacing or complementing similar fossil-derived products.
Structural and photophysical study of copper iodide complex with P^N or P^N^P ligand
Liu, Zhiwei,Wei, Feng,Liu, Xiaochen,Bian, Zuqiang,Zhao, Yongliang,Huang, Chunhui
, p. 5338 - 5344 (2014/06/23)
Two P^N-type ligands, 8-(diphenylphosphino)quinoline (L1) and 2-[2-(diphenylphosphino)ethyl]pyridine (L2), and two P^N^P-type ligands, 2,6-bis((diphenylphosphino)methyl)pyridine (L3) and 2,6-bis((di-tert-butylphosphino)methyl)pyridine (L4), were synthesized to coordinate with copper iodide (CuI). As a result, CuI complexes with rich structures, such as discrete complexes with formulae of [Cu 2I2(L1)2] (5), [Cu3I 3(L2)2] (6), and [CuI(L3)] (7), and polymeric complexes with repeating units of [Cu2I2(L 4)] (8), and [Cu3I3(L4)] (9) were synthesized and characterized by single crystal X-ray diffraction. Besides the intriguing structures, these complexes showed rich photoluminescent properties, with emission colour that varied from blue to red and a photoluminescence quantum yield (PLQY) from 1.6 to 29.9% in the solid state. Molecular orbital calculation and experimental study showed that the emissions involve halide to ligand charge transfer (XLCT), metal to ligand charge transfer (MLCT), and/or cluster-centered (CC) excited states. This journal is the Partner Organisations 2014.
Methoxycarbonylation of olefins catalyzed by palladium complexes bearing P,N-donor ligands
Aguirre, Pedro A.,Lagos, Carolina A.,Moya, Sergio A.,Zuniga, Cesar,Vera-Oyarce, Cristian,Sola, Eduardo,Peris, Gabriel,Bayon, J. Carles
, p. 5419 - 5426 (2008/09/17)
The methoxycarbonylation of alkenes catalyzed by palladium(ii) complexes with P,N-donor ligands, 2-(diphenylphosphinoamino)pyridine (Ph 2PNHpy), 2-[(diphenylphosphino)methyl]pyridine (Ph 2PCH2py), and 2-(diphenylphosphino)quinoline (Ph 2Pqn) has been investigated. The results show that the complex [PdCl(PPh3)(Ph2PNHpy)]Cl or an equimolar mixture of [PdCl2(Ph2PNHpy)] and PPh3, in the presence of p-toluensulfonic acid (TsOH), is an efficient catalyst for this reaction. This catalytic system promotes the conversion of styrene into methyl 2-phenylpropanoate and methyl 3-phenylpropanoate with nearly complete chemoselectivity, 98% regioselectivity in the branched isomer, and high turnover frequency, even at alkene/Pd molar ratios of 1000. Best results were obtained in toluene-MeOH (3: 1) solvent. The Pd/Ph2PNHpy catalyst is also efficient in the methoxycarbonylation of cyclohexene and 1-hexene, although with lower rates than with styrene. Related palladium complexes [PdCl(PPh 3)L]Cl (L = Ph2PCH2py and Ph2Pqn) show lower activity in the methoxycarbonylation of styrene than that of the 2-(diphenylphosphinoamino)pyridine ligand. Replacement of the last ligand by (diphenylphosphino)phenylamine (Ph2PNHPh) or 2- (diphenylphosphinoaminomethyl)pyridine (Ph2PNMepy) also reduces significantly the activity of the catalyst, indicating that both the presence of the pyridine fragment as well as the NH group, are required to achieve a high performing catalyst. Isotopic labeling experiments using MeOD are consistent with a hydride mechanism for the [PdCl(PPh3)(Ph2PNHpy)]Cl catalyst. The Royal Society of Chemistry.
