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. Author manuscript; available in PMC: 2024 Oct 18.
Published in final edited form as: J Am Chem Soc. 2023 Oct 3;145(41):22322–22328. doi: 10.1021/jacs.3c08727

Figure 2.

Figure 2.

A) Identification of an asymmetric aromatic Finkelstein / Heck reaction sequence. aYield determined by 1H NMR using dibromomethane as internal standard. B) Asymmetric aromatic Finkelstein reaction as platform for the synthesis of enantioenriched diarylmethanes. Reaction conditions (0.2 mmol scale): a) Pd(OAc)2, NEt3, ethyl acrylate, DMF; b) CuI, PPh3, K3PO4, phenylacetylene, 1,4-dioxane; c) Pd(OAc)2, NEt3, 3-methoxyphenylboronic acid, toluene; d) Pd(OAc)2, NaBH4, TMEDA, DMF; e) Pd(OAc)2, NEt3, EtOH/DMF (1:4), CO. X-ray structure of 2 is shown with atomic thermal parameters calculated at 50% probability levels.