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- W2801451216 abstract "The search for reactions where KOtBu and other tert-alkoxides might behave as single electron donors led us to explore their reactions with tetrahalomethanes, CX₄, in the presence of adamantane. We recently reported the halogenation of adamantane under these conditions. These reactions appeared to mirror the analogous known reaction of NaOH with CBr₄ under phase-transfer conditions, where initiation features single electron transfer from a hydroxide ion to CBr₄. We now report evidence from experimental and computational studies that KOtBu and other alkoxide reagents do not go through an analogous electron transfer. Rather, the alkoxides form hypohalites upon reacting with CBr₄ or CCl₄, and homolytic decomposition of appropriate hypohalites initiates the halogenation of adamantane." @default.
- W2801451216 created "2018-05-17" @default.
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- W2801451216 date "2018-05-01" @default.
- W2801451216 modified "2023-09-29" @default.
- W2801451216 title "KOtBu as a Single Electron Donor? Revisiting the Halogenation of Alkanes with CBr4 and CCl4" @default.
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- W2801451216 doi "https://doi.org/10.3390/molecules23051055" @default.
- W2801451216 hasPubMedCentralId "https://www.ncbi.nlm.nih.gov/pmc/articles/6102552" @default.
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- W2801451216 hasPublicationYear "2018" @default.
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