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- W2960121447 abstract "While iron-catalyzed C–H activation offers an attractive reaction methodology for organic transformations, the lack of molecular-level insight into the in situ formed and reactive iron species impedes continued reaction development. Herein, freeze-trapped 57Fe Mössbauer spectroscopy and single-crystal X-ray crystallography combined with reactivity studies are employed to define the key cyclometalated iron species active in triazole-assisted iron-catalyzed C–H activation. These studies provide the first direct experimental definition of an activated intermediate, which has been identified as the low-spin iron(II) complex [(sub-A)(dppbz)(THF)Fe]2(μ-MgX2), where sub-A is a deprotonated benzamide substrate. Reaction of this activated intermediate with additional diarylzinc leads to the formation of a cyclometalated iron(II)–aryl species, which upon reaction with oxidant, generates C–H arylated product at a catalytically relevant rate. Furthermore, pseudo-single-turnover reactions between catalytically relevant iron intermediates and excess nucleophile identify transmetalation as rate-determining, whereas C–H activation is shown to be facile under the reaction conditions." @default.
- W2960121447 created "2019-07-23" @default.
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- W2960121447 date "2019-07-14" @default.
- W2960121447 modified "2023-10-14" @default.
- W2960121447 title "Identification and Reactivity of Cyclometalated Iron(II) Intermediates in Triazole-Directed Iron-Catalyzed C–H Activation" @default.
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- W2960121447 doi "https://doi.org/10.1021/jacs.9b05269" @default.
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