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. Author manuscript; available in PMC: 2020 Oct 1.
Published in final edited form as: Nat Catal. 2020 Feb 24;3(4):358–367. doi: 10.1038/s41929-020-0425-1

Fig. 3. Electronic effects and site selectivity observed in the oxidative coupling of ethylarenes and methanol.

Fig. 3.

a, Results observed from the reaction under standard (red) and individually optimized (blue) conditions (1H NMR yields with CH2Br2 as the internal standard. Modified conditions: X = OMe: 20 mol % Cu/biox in DCM at r.t.; X = Br: 5 mol % Cu/biox; X = OAc: 20 mol % Cu/biox at 50 °C. b, Analysis of benzylic versus tertiary site selectivity observed in etherification of isobutylbenzene and ibuprofen methyl ester (see Fig. 4 for reaction conditions).