1436849-24-9Relevant articles and documents
Intermediates and mechanism in iron-catalyzed C-H methylation with trimethylaluminum
Bhatia, Shilpa,Demuth, Joshua C.,Neidig, Michael L.
supporting information, p. 12784 - 12787 (2021/12/13)
A mechanistic study is performed on the reaction method for iron-catalyzed C-H methylation with AlMe3 reagent, previously proposed to involve cyclometalated iron(iii) intermediates and an iron(iii)/(i) reaction cycle. Detailed spectroscopic studies (57Fe M?ssbauer, EPR) during catalysis and in stoichiometric reactions identify iron(ii) complexes, including cyclometalated iron(ii) intermediates, as the major iron species formed in situ under catalytic reaction conditions. Reaction studies identify a cyclometalated iron(ii)-methyl species as the key intermediate leading to C-H methylated product upon reaction with oxidant, consistent with a previously proposed iron(ii)/iron(iii)/iron(i) reaction manifold for C-H arylation. This journal is
METHOD OF PRODUCING COUPLING COMPOUND BY IRON CATALYST
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, (2016/10/07)
PROBLEM TO BE SOLVED: To provide a novel method that makes it possible to produce a wide variety of coupling compounds with good environmental harmony without using organic halogen compounds, and in which large-scale synthesis can be conducted at a low co
Nickel(II)-catalyzed direct arylation of C-H bonds in aromatic amides containing an 8-aminoquinoline moiety as a directing group
Yokota, Ayana,Aihara, Yoshinori,Chatani, Naoto
, p. 11922 - 11932 (2015/02/19)
Arylation via the cleavage of the ortho C-H bonds by a nickel-catalyzed reaction of aromatic amides containing an 8-aminoquinoline moiety with aryl iodides is reported. The reaction shows a high functional group compatibility. The reaction proceeds in a highly selective manner at the less hindered C-H bonds in the reaction of meta-substituted aromatic amides, irrespective of the electronic nature of the substituents. Electron-withdrawing groups on the aromatic amides facilitate the reaction. Various mechanistic experiments, such as deuterium labeling experiments, Hammett studies, competition experiments, and radical trap experiments, have been made for better understanding the reaction mechanism. It is found that the cleavage of C-H bonds is reversible on the basis of the deuterium labeling experiments. Both Ni(II) and Ni(0) show a high catalytic activity, but the results of mechanistic experiments suggest that a Ni(0)/Ni(II) catalytic cycle is not involved. (Chemical Equation Presented).
