1002-35-3Relevant academic research and scientific papers
A general and efficient method for the palladium-catalysed conversion of allylic alcohols into their corresponding dienes
Ostrowski, Karoline A.,Vogelsang, Dennis,Vorholt, Andreas J.
, p. 1302 - 1305 (2016)
A general method was established, converting a broad range of allylic alcohols directly and quantitatively into their corresponding dienes. The developed protocol allows the direct use of allylic alcohols, circumventing the need for their derivatisation into more reactive precursors, thereby minimising waste production with water as the sole co-product.
Zwitterionic phosphonium ligands: Synthesis, characterization and application in telomerization of 1,3-butadiene
Pews-Davtyan,Jackstell,Spannenberg,Beller
, p. 7568 - 7571 (2016)
Novel zwitterionic phosphonium alkylsulfonate ligands are chemoselectively synthesized from N-heterocyclic phosphines and cyclic sulfones in one step in good to excellent yields. Their in situ generated palladium complexes showed high productivity in the
Synthesis of new telechelic polymers containing two OH groups at the same chain end using 8-boraindane/oxygen controlled radical initiator
Hong,Chung
, p. 6260 - 6263 (2004)
The synthesis of telechelic polymers which contains two OH groups using 8-boraindane/oxygen controlled radical initiator was analyzed. It was observed that process is centered on bicycloborane compound which serve as functional initiator. In the polymeriz
Comparison between phosphine and NHC-modified Pd catalysts in the telomerization of butadiene with methanol - A kinetic study combined with model-based experimental analysis
V?lkl, Lisa,Recker, Sebastian,Niedermaier, Matthias,Kiermaier, Stephan,Strobel, Vinzent,Maschmeyer, Dietrich,Cole-Hamilton, David,Marquardt, Wolfgang,Wasserscheid, Peter,Haumann, Marco
, p. 547 - 559 (2015)
The telomerization of butadiene with methanol was investigated in the presence of different palladium catalysts modified either with triphenylphosphine (TPP) or 1,3-dimesityl-imidazol-2-ylidene (IMes) ligand. When pure butadiene was used as substrate, a m
Cationic palladium(II)–acetylacetonate complexes containing phosphine and aminophosphine ligands and their catalytic activities in telomerization of 1,3-butadiene with methanol
Abramov, Z. D.,Borodina, T. N.,Bykov, M. V.,Ratovskii, G. V.,Smirnov, V. I.,Suslov, D. S.,Tkach, V. S.,Ushakov, I. A.
, (2020)
The Pd(II) complexes [Pd(acac)(L)n]BF4 were synthesized by the reaction of [Pd(acac)(MeCN)2]BF4 with L (n = 2: L = PCyPh2, PCy2Ph, P(NMe2)3, P(NEt2)3, tri-2
Development of a highly selective and efficient catalyst for 1,3-butadiene dimerization
Harkal, Surendra,Jackstell, Ralf,Nierlich, Franz,Ortmann, Dagmara,Beller, Matthias
, p. 541 - 544 (2005)
(Chemical Equation Presented) A selective dimerization reaction of 1,3-butadiene in the presence of 2-propanol to give 1,3,7-octatriene has been developed. By modification of palladium carbene catalysts an unexpected selectivity switch from the telomeriza
Telomerization of 1,3-Butadiene with Carbon Dioxide: A Highly Efficient Process for δ-Lactone Generation
Balbino, Jo?o M.,Dupont, Jairton,Bayón, J. Carles
, p. 206 - 210 (2018)
A very efficient and selective telomerization of 1,3-butadiene with CO2 that leads to the δ-lactone (3-ethylidene-6-vinyltetrahydro-2H-pyran-2-one) was obtained using palladium acetate and tris(p-methoxyphenyl)phosphine as a catalyst in the presence of p-hydroquinone, N,N-diisopropylethylamine, and acetonitrile. A high turnover number of 4500 with 96 % selectivity to the δ-lactone was obtained after 5 h reaction at 70 °C. The reaction was deactivated by the presence of different 1,3-dialkylimidazolium ionic liquids, possibly by the formation of stable and inactive palladium-imidazole-2-ylidene carbenes.
Copolymerization of carbon dioxide and butadiene via a lactone intermediate
Nakano, Ryo,Ito, Shingo,Nozaki, Kyoko
, p. 325 - 331 (2014)
Although carbon dioxide has attracted broad interest as a renewable carbon feedstock, its use as a monomer in copolymerization with olefins has long been an elusive endeavour. A major obstacle for this process is that the propagation step involving carbon dioxide is endothermic; typically, attempted reactions between carbon dioxide and an olefin preferentially yield olefin homopolymerization. Here we report a strategy to circumvent the thermodynamic and kinetic barriers for copolymerizations of carbon dioxide and olefins by using a metastable lactone intermediate, 3-ethylidene-6-vinyltetrahydro-2H- pyran-2-one, which is formed by the palladium-catalysed condensation of carbon dioxide and 1,3-butadiene. Subsequent free-radical polymerization of the lactone intermediate afforded polymers of high molecular weight with a carbon dioxide content of 33 mol% (29 wt%). Furthermore, the protocol was applied successfully to a one-pot copolymerization of carbon dioxide and 1,3-butadiene, and one-pot terpolymerizations of carbon dioxide, butadiene and another 1,3-diene. This copolymerization technique provides access to a new class of polymeric materials made from carbon dioxide.
The multiple roles of imidazolium ionic liquids in transition-metal catalysis: The palladium-catalyzed telomerization of 1,3-butadiene with acetic acid
Balbino, Jo?o M.,Peral, Daniel,Bay?n, J. Carles,Dupont, Jairton
, p. 972 - 977 (2015)
The telomerization of 1,3-butadiene with acetic acid catalyzed by palladium(II) acetate associated with a series of phosphines in 3-(2-methoxyethyl)-1-methylimidazolium acetate was used to investigate the role of the ionic liquid. The ionic liquid plays multiple roles in this reaction as it acts as the solvent, stabilizer, ligand, and cocatalyst. The reaction performed in the presence of Dan2phos, a trifluoromethylated sulfonated triarylphosphine, at 100 °C for 24 h gave a turnover number of 14 600 with 89 % selectivity to telomers at 75 % 1,3-butadiene conversion and complete acetic acid conversion.
Improving the performance of palladium-catalysed telomerization of 1,3-butadiene by metallocene-based phosphine ligand
Dong, Kaiwu,Shen, Chaoren,Tian, Xinxin,Xu, Zhengshuai,Zhang, Hongru
, (2021/09/24)
By replacing one planar phenyl group of PPh3 with bulkier ferrocenyl or ruthenocenyl group, the performance of resulted metallocene-based phosphine ligand in the telomerization of 1,3-butadiene with methanol has been largely elevated compared t
