Fig. 2: Scope of electrooxidative C–C bond amination of bisbenzylic substratesa. | Nature Communications

Fig. 2: Scope of electrooxidative C–C bond amination of bisbenzylic substratesa.

From: Electro-oxidative amination of benzylic C(sp³)–C(sp³) bonds in aromatic hydrocarbons

Fig. 2

aReaction conditions: substrates (0.3 mmol), Et4NBF4 (0.1 M), MeCN (3.0 mL), HFIP (1.0 mL), MeSO3H (0.1 mL), carbon cloth anode, Pt plate cathode, rt, in an undivided cell with constant voltage (2.4 V), under air atmosphere. Isolated yields are calculated based on a theoretical maximum of 200% based on the fact that the starting material contains two equivalents. bEt4NBF4 (0.2 M), graphite felt anode. cGraphite felt anode. dMeSO3H (0.15 mL), TFA (0.6 mL). eMeSO3H (0.1 mL), TFA (0.6 mL). fMeSO3H (0.15 mL). gMeSO3H (0.10 mL) for 10 h, an extra MeSO3H (0.10 mL) was added for another 5 h. h0.1 mmol scale. Unsuccessful examples are provided in the Supplementary Information. The total consumed charge and Faradaic efficiency for representative substrates were included in the Supplementary information. HFIP 1, 1, 1, 3, 3, 3-hexafluoro-2-propanol, TFA trifluoroacetic acid, Me methyl, Et ethyl, Ac acetyl, tBu tert-butyl, nBu n-butyl, nPr n-propyl, nAm n-amyl.

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