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. Author manuscript; available in PMC: 2022 Feb 23.
Published in final edited form as: Angew Chem Int Ed Engl. 2019 Feb 11;58(10):3198–3202. doi: 10.1002/anie.201900228

Table 3:

Substrate scope of the asymmetric diarylation of vinylarenes.[a]

graphic file with name nihms-1779912-t0006.jpg
[a]

Reaction conditions: Vinylarene (0.2 mmol, 1 m), ArBr (4 m). Yields determined by 1H NMR analysis using mesitylene as an internal standard; ee values determined by HPLC analysis on a chiral stationary phase. The absolute stereochemistry was assigned for 29 based on X-ray crystallography, while those of all other products were assigned by analogy.

[b]

Vinylarene (0.5 m).

[c]

With 20 mol % Ni(DME)Br2, 40 mol % iBu-biOx, and 16 mol % ABNO.

[d]

Yield of isolated product. The error bar is based on four duplicate experiments.

[e]

The product was isolated as the corresponding phenol after deacylation with aqueous NaOH.