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. Author manuscript; available in PMC: 2024 Jun 8.
Published in final edited form as: Chem. 2023 May 4;9(6):1610–1621. doi: 10.1016/j.chempr.2023.04.008

Figure 5. Fe(III) salts expand the breadth of cross-nucleophile coupling reactions.

Figure 5.

(A) Comparison of reactivity using Cu(II) and Fe(III) salts. Reaction conditions for Cu(II) mediated couplings: Cu(OTf)2 (2.5 equiv), Na3PO4 (3.0 equiv), i-PrCN (5.5 equiv), nucleophile (3.0 equiv), and carboxylic acid 1 (0.1 mmol) in CH2Cl2 (0.10M) setup under inert atmosphere and irradiated with a 427 nm blue Kessil Lamp at RT for 24 h. Yields were determined by 1H NMR analysis of the crude reaction mixture using 1-methylnaphthalene as an internal standard. Reaction conditions for Fe(III)-mediated couplings are reported in Figures 2 and 3.

(B) Proposed roles of Fe(III) in the C–C bond-forming reaction.