1350434-35-3Relevant academic research and scientific papers
Rhodium(III)-catalyzed coupling of arenes with 7-oxa/azabenzonorbornadienes by C-H activation
Qi, Zisong,Li, Xingwei
supporting information, p. 8995 - 9000 (2013/09/02)
Under chelation assistance, rhodium(III) complexes can catalyze the redox-neutral coupling of arenes with 7-oxabenzonorbornadienes and the oxidative coupling of arenes with 7-azabenzonorbornadienes (see scheme; Cp=C 5Me5). A seven-membered rhodacycle containing a Rh-C(alkyl) bond has been established as the key intermediate. Copyright
Iron-catalyzed C-H bond activation for the ortho-arylation of aryl pyridines and imines with Grignard reagents
Yoshikai, Naohiko,Asako, Sobi,Yamakawa, Takeshi,Ilies, Laurean,Nakamura, Eiichi
supporting information; experimental part, p. 3059 - 3065 (2012/07/13)
Direct arylation of the ortho-C-H bond of an aryl pyridine or an aryl imine with an aryl Grignard reagent has been achieved by using an iron-diamine catalyst and a dichloroalkane as an oxidant in a short reaction time (e.g., 5 min) under mild conditions (0 °C). The use of an aromatic co-solvent, such as chlorobenzene and benzene, and slow addition of the Grignard reagent are essential for the high efficiency of the reaction. The present arylation reaction has distinct merits over the previously developed reaction that used an arylzinc reagent, such as its reaction rate and atom economy. Selective C-H bond activation occurs in the presence of a leaving group, such as a tosyloxy, chloro, and bromo group. Studies on a stoichiometric reaction and kinetic isotope effects shed light on the reaction intermediate and the C-H bond-activation step.
