10273-87-7Relevant academic research and scientific papers
The Suzuki coupling of aryl chlorides under microwave heating
Bedford, Robin B.,Butts, Craig P.,Hurst, Timothy E.,Lidstroem, Pelle
, p. 1627 - 1630 (2004)
Simple, inexpensive catalysts formed in situ from tricyclohexylphosphine and palladium acetate or a phosphite-based palladacycle show unprecedented activity in the Suzuki coupling of deactivated, non-activated and activated aryl chloride substrates under microwave heating.
A triarylphosphine ligand bearing dodeca(ethylene glycol) chains: Enhanced efficiency in the palladium-catalyzed suzuki-miyaura coupling reaction
Fujihara, Tetsuaki,Yoshida, Shohei,Terao, Jun,Tsuji, Yasushi
supporting information; experimental part, p. 2121 - 2124 (2009/09/25)
A new phosphine bearing dodeca(ethylene glycol) chains has been synthesized and employed as a ligand in the palladium-catalyzed Suzuki-Miyaura coupling reaction. The system was found to be highly effective using unactivated aryl chlorides as the substrate.
Sterically demanding, water-soluble alkylphosphines as ligands for high activity Suzuki coupling of aryl bromides in Aqueous solvents
Shaughnessy, Kevin H.,Booth, Rebecca S.
, p. 2757 - 2759 (2007/10/03)
(Equation presented) Sterically demanding, water-soluble alkylphosphines have been found to give highly active catalysts for Suzuki coupling of aryl bromides in aqueous solvents. A variety of aryl bromides and boronic acids were coupled in excellent yield
Versatile catalysts for the Suzuki cross-coupling of arylboronic acids with aryl and vinyl halides and triflates under mild conditions
Littke, Adam F.,Dai, Chaoyang,Fu, Gregory C.
, p. 4020 - 4028 (2007/10/03)
Through the use of Pd2(dba)3/P(t-Bu)3 as a catalyst, a wide range of aryl and vinyl halides, including chlorides, undergo Suzuki cross-coupling with arylboronic acids in very good yield, typically at room temperature; through use of Pd(OAc)2/PCy3, a diverse array of aryl and vinyl triflates react cleanly at room temperature. Together, these two catalyst systems cover a broad spectrum of commonly encountered substrates for Suzuki couplings. Furthermore, they display novel reactivity patterns, such as the selective cross-coupling by Pd2(dba)3/P(t-Bu)3 of an aryl chloride in preference to an aryl triflate, and they can be used at low loading, even for reactions of aryl chlorides. Preliminary mechanistic work indicates that a palladium monophosphine complex is the active catalyst in the cross-coupling of aryl halides.
PREPARATION OF SOME TRIMETHYL- AND METHYLETHYLBIPHENYLS AND REACTIVITY OF AROMATIC HYDROCARBONS IN THE GOMBERG REACTION
Novrocik, Jan,Novrocikova, Marta,Titz, Milos
, p. 3140 - 3149 (2007/10/02)
Trimethyl- and methylethylbiphenyls with the alkyl groups in the both phenyl rings have been prepared by the Gomberg reaction and identified by the capillary gas-liquid chromatography.Depending on choice of the aromatic hydrocarbon either individual isomers or their mixtures (three at the most) have been obtained which were contaminated with compounds of diarylmethane type in many cases.The methylethylbiphenyls have only been prepared as mixtures contaminated with diarylmethanes.These side products have been prepared by independent syntheses.A method has been developed for isolation and separation of mixtures of trimethyl- and methylethylbiphenyls from the reaction products containing tarry products.The method is suitable for preparation of small amounts of some analytical standards.The HMO method has been used for calculation of values of the radical superdelocalizabilities at individual centres in the molecules of o-, m- and p-xylene, toluene and ethylbenzene, and these values have been compared with composition of the Gomberg reaction products from these hydrocarbons.The competitive technique has been used for comparison of the reactivities of the mentioned aromatic substrates in the Gomberg reactions.
