57430-24-7Relevant academic research and scientific papers
Catalytic Synthesis of “Super” Linear Alkenyl Arenes Using an Easily Prepared Rh(I) Catalyst
Webster-Gardiner, Michael S.,Chen, Junqi,Vaughan, Benjamin A.,McKeown, Bradley A.,Schinski, William,Gunnoe, T. Brent
, p. 5474 - 5480 (2017/04/27)
Linear alkyl benzenes (LAB) are global chemicals that are produced by acid-catalyzed reactions that involve the formation of carbocationic intermediates. One outcome of the acid-based catalysis is that 1-phenylalkanes cannot be produced. Herein, it is reported that [Rh(μ-OAc)(η2-C2H4)2]2 catalyzes production of 1-phenyl substituted alkene products via oxidative arene vinylation. Since C C bonds can be used for many chemical transformations, the formation of unsaturated products provides a potential advantage over current processes that produce saturated alkyl arenes. Conditions that provide up to a 10:1 linear:branched ratio have been achieved, and catalytic turnovers >1470 have been demonstrated. In addition, electron-deficient and electron-rich substituted benzenes are successfully alkylated. The Rh catalysis provides ortho:meta:para selectivity that is opposite to traditional acid-based catalysis.
Novel synthetic usage of indium compounds as catalyst: Reductive deoxygenation of aryl ketones and sec-benzylic alcohols
Miyai, Takashi,Ueba, Masako,Baba, Akio
, p. 182 - 184 (2007/10/03)
The combination of chlorodimethylsilane and a catalytic amount of indium compounds is effective for the deoxygenation of aryl ketones and sec-benzylic alcohols to the corresponding hydro- carbons. The combination system is so selective toward carbonyls that the functionalities such as halogen, ester, and ether tolerate the reduction conditions.
Facile Hydrodehalogenation with H2 and Pd/C Catalyst under Multiphase Conditions. 2. Selectivity and Kinetics
Marques, Carlos Alberto,Selva, Maurizio,Tundo, Pietro
, p. 3830 - 3837 (2007/10/02)
Hydrodehalogenation of polyhalogenated aromatics with Pd/C catalyst carried out in the presence of a quaternary onium salt follows zero-order kinetics in the substrate and first-order kinetics in the Pd/C catalyst; the related rate constants were determined for o-, m- and p-bromotoluenes, o-, m- and p-chloroalkylbenzenes (methyl, ethyl, and propyl derivatives), and other aryl halides.Reaction rates, depending on the aromatic to be reduced, may be strongly enhanced by the presence of quaternary onium salts: the isomeric chloroethylbenzenes were reduced 50 times faster when operating in the presence of Aliquat 336 (1).Also the hindered 2-chloro-m-xylene easily yielded m-xylene.The cocatalyst onium salts operate by being adsorbed on the Pd/C surface, as shown when kinetic constants are reported by varying the onium salt amount: classical Langmuir adsorption isotherms are observed.The presence of the onium salt may also influence selectivity in the reduction of isomeric aryl halides: when 1 is present, p-dichlorobenzene reacts in diethyl ether at 20 deg C, 5-fold slower than the ortho isomer; whereas the reduction rates of the two compounds are almost the same in its absence.
Selective Mono-Alkylation and Arylation of Dichlorobenzenes by Palladium-Catalyzed Grignard Cross-Coupling
Katayama, Tatsuo,Umeno, Masayuki
, p. 2073 - 2076 (2007/10/02)
Palladium(II)-phosphine complexes, especially PdCl2(dppf) where dppf stands for 1,1'-Bis(diphenylphosphino)ferrocene, are effective catalysts for the cross-coupling of Grignard reagents with dichlorobenzenes to produce selectively mono-alkylated and arylated benzenes.The addition of ligands is also effective for the cross-coupling of Grignard reagents containing a β-hydrogen(s).
