53812-68-3Relevant academic research and scientific papers
Ligand-Promoted Direct C-H Arylation of Simple Arenes: Evidence for a Cooperative Bimetallic Mechanism
Kim, Jaewoon,Hong, Soon Hyeok
, p. 3336 - 3343 (2017/06/09)
A highly efficient catalyst for the direct C-H arylation of simple arenes was developed on the basis of a palladium-diimine complex. The developed catalyst exhibited the highest turnover number reported to date for the direct arylation of benzene due to increased stability provided by the diimine ligand. The reaction was also performed using only 2-3 equiv of simple arenes. Mechanistic studies in combination with kinetic measurements, isotope effect experiments, synthesis of possible intermediates, and stoichiometric reactions suggested that this reaction follows a cooperative bimetallic mechanism.
Catalytic Decarboxylative Cross-Coupling of Aryl Chlorides and Benzoates without Activating ortho Substituents
Tang, Jie,Biafora, Agostino,Goossen, Lukas J.
supporting information, p. 13130 - 13133 (2015/11/02)
The restriction of decarboxylative cross-coupling reactions to ortho-substituted or heterocyclic carboxylate substrates was overcome by holistic optimization of a bimetallic Cu/Pd catalyst system. The combination of a CuI/Me4phen decarboxylation catalyst and a [(MeCN)4Pd](OTf)2/XPhos cross-coupling catalyst enables the synthesis of biaryls from inexpensive aryl chlorides and potassium benzoates regardless of their substitution pattern. Lifting the restriction: A combination of a CuI/Me4phen decarboxylation catalyst and a [(MeCN)4Pd](OTf)2/XPhos cross-coupling catalyst enables the synthesis of biaryls from inexpensive aryl chlorides and potassium benzoates regardless of their substitution pattern (see scheme; FG=functional group). This approach lifts the restriction of decarboxylative cross-coupling reactions to ortho-substituted or heterocyclic carboxylate substrates.
A new palladium catalyzed protocol for atom-efficient cross-coupling reactions of?triarylbismuths with aryl halides and triflates
Rao, Maddali L.N.,Jadhav, Deepak N.,Banerjee, Debasis
, p. 5762 - 5772 (2008/09/21)
A new palladium catalyzed protocol for an atom-efficient cross-coupling reaction of triarylbismuths with aryl halides and triflates has been described. The palladium catalytic system with Cs2CO3 base was found to be very efficient in DMA solvent to furnish excellent yields of cross-coupled functionalized biaryls in short reaction times.
Preparation of unsymmetrical biaryls via palladium-catalyzed coupling reaction of aryl halides
Hassan, Jwanro,Hathroubi, Chokri,Gozzi, Christel,Lemaire, Marc
, p. 7845 - 7855 (2007/10/03)
The synthesis of unsymmetrical biaryls is achieved using Pd(OAc)2 as the catalyst. A great variety of aryl halides having electron withdrawing and electron donating functional groups in para, meta and ortho positions have been successfully coupled.
Synthesis of Biaryls from Aryltriazenes
Patrick, Timothy B.,Willaredt, Richard P.,DeGonia, David J.
, p. 2232 - 2235 (2007/10/02)
Aryltriazenes react with aromatic solvents in the presence of trifluoroacetic acid to produce biaryls.The mechanism of the reaction involves the formation of arenediazonium trifluoroacetates which lose nitrogen to give mainly aryl radicals.
Direct Conversion of Arylamines to the Corresponding Halides, Biphenyls, and Sulfides with t-Butyl Thionitrate
Oae, Shigeru,Shinhama, Koichi,Kim, Yong Hae
, p. 2023 - 2026 (2007/10/02)
t-Butyl thionitrate have been found to be an excellent diazotizing reagent of arylamines in aprotic nonpolar media, affording eventually such products as aryl chlorides, aryl bromides, aryl iodides, biphenyls, and aryl methyl sulfides in the presence of CCl4, CHBr3, I2, benzene, and dimethyl disulfide, respectively, via extrusion of N2.
