446-49-1Relevant academic research and scientific papers
Enantioselective hydroformylation of 2- and 4-substituted styrenes with PtCl2[(R)-BINAP] + SnCl2‘in situ’ catalyst
Pongrácz, Péter,Kollár, László
, p. 118 - 123 (2016/10/25)
Two sets of styrenes possessing various substituents either in ortho or para position were hydroformylated in the presence of ‘in situ’ catalyst formed from PtCl2[(R)-BINAP] and tin(II) chloride. The reversal of the absolute configuration of the preferred enantiomers was observed using both sets of substrates by the variation of the reaction temperature in the range of 40–100 °C. In case of the 4-substituted styrenes, the reversal temperature of the enantioselectivity shows correlation with the Hammett substituent constants, i.e., with the electron donor or electron acceptor properties of the para-substituents. This phenomenon was explained by the reversible formation of the Pt-branched alkyl intermediates, leading to the corresponding (R)- and (S)-enantiomers of 2-arylpropanals. Strong substituent effect on the regioselectivity was observed in the hydroformylation of 2-substituted styrenes: the presence of substituents characterised by larger steric parameter resulted in the highly favoured formation of the linear aldehyde. For instance, regioselectivities of 45%, 22% and 7% towards branched aldehyde were obtained with styrene, 2-fluoro- and 2-bromostyrene, respectively, at 80 °C reaction temperature. In addition to the characteristic change of regioselectivity, the reversal of absolute configuration as a function of reaction temperature was also observed.
Room-temperature transfer hydrogenation and fast separation of unsaturated compounds over heterogeneous catalysts in an aqueous solution of formic acid
Gong, Ling-Hong,Cai, Yi-Yu,Li, Xin-Hao,Zhang, Ya-Nan,Su, Juan,Chen, Jie-Sheng
, p. 3746 - 3751 (2014/08/05)
The facile conversion of olefins and unsaturated biomass to saturated compounds is achieved over heterogeneous catalysts composed of noble metal nanoparticles and carbon nitride. Reactions could proceed smoothly at room temperature in water using formic acid as the hydrogen source. The reusability of such a hybrid catalyst is high due to the strong Mott-Schottky effect between the metal nanoparticles and the carbon nitride support. The fast and automatic separation of the as-formed saturated hydrocarbons from water combined with the mild reaction conditions and the excellent reusability of catalysts make the catalytic process a highly "green" path for hydrogenation of unsaturated compounds and biofuel upgrading. This journal is the Partner Organisations 2014.
Pd0-mediated rapid coupling of methyl iodide with excess amounts of benzyl- and cinnamylboronic acid esters: Efficient method for incorporation of positron-emitting 11C radionuclide into organic frameworks by coupling between two sp<
Koyama, Hiroko,Zhang, Zhouen,Ijuin, Ryosuke,Siqin,Son, Jeongwan,Hatta, Yuma,Ohta, Masashi,Wakao, Masahiro,Hosoya, Takamitsu,Doi, Hisashi,Suzuki, Masaaki
, p. 9391 - 9401 (2013/07/27)
Pd0-mediated rapid cross coupling between sp3- hybridized carbons of CH3I and benzyl- or cinnamylboronic acid esters using [Pd{P(tert-C4H9)3}2]/CsF in DMF/H2O gave the
Continuous flow reactor for Balz-Schiemann reaction: A new procedure for the preparation of aromatic fluorides
Yu, Zhi-Qun,Lv, Yan-Wen,Yu, Chuan-Ming,Su, Wei-Ke
, p. 1261 - 1263 (2013/03/14)
A facile and highly efficient procedure for the preparation of aromatic fluorides by Balz-Schiemann reaction via two continuous flow reactors has been set up. The continuous diazotization reactor was run at about 25 °C with residence times of 10-20 s, and the continuous fluorodediazoniation reactor was performed with a residence time of 1 min in high yields. The reaction times can be greatly reduced by increasing temperature and thereby taking advantage of superior mass and heat transfer of a continuous flow system.
Unexpected chemoselective debromination and reduction of 1,1-dibromo-1-alkenes mediated by samarium metal in methanol
Wang, Lei,Li, Pinhua,Xie, Yuanyuan,Ding, Yanbin
, p. 1137 - 1140 (2007/10/03)
An unexpected samarium metal mediated chemoselective debromination and reduction of 1,1-dibromo-1-alkenes in methanol has been developed, which generates vinyl monobromides, alkenes, and alkanes respectively with appropriate molar ratio of samarium to 1,1-dibromo-1-alkene.
Preparation process of fluorine substituted aromatic compound
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, (2008/06/13)
A preparation process of a fluorine substituted aromatic compound comprising reacting an alkali metal or alkali earth metal salt of an aromatic compound having a hydroxy group with an organic fluorinating agent is disclosed. As a representative fluorinating agent, a bis-dialkylamino-difluoromethane compound, for example, 2,2′-difluoro-1,3-dimethylimidazolidine, is exemplified. According to the process, an industrially useful fluorinated aromatic compound, for example, a fluorobenzene, a fluorine substituted benzophenone, a fluorine substituted diarylsulfone can be prepared with ease in economy without specific equipment.
Direct Formation of (Haloaryl)copper Nucleophiles from Haloiodobenzenes and Active Copper
Ebert, Greg W.,Pfennig, Deborah R.,Suchan, Scott D.,Donovan, Thomas A.,Aouad, Emmanuel,et al.
, p. 2361 - 2364 (2007/10/02)
(o-Halophenyl)-, (m-halophenyl)-, and (p-halophenyl)copper reagents have been formed in moderate to high yields at room temperature from active copper and the corresponding haloiodobenzenes.These reagents have been cross-coupled with a variety of alkyl and acyl halides to produce the respective haloarenes and haloaryl ketones.Remarkably, (o-fluorophenyl)- and (o-chlorophenyl)copper are produced in good yields by this procedure without undergoing elimination to form benzyne making this approach a convenient method for generating o-halophenyl nucleophiles.
