Fig. 3.

Chemoselectivity guided by pendant chelating groups. a Reactivity tuned by the chelating group. b Chemoselectivity in the presence of multiple double bonds. Reaction conditions: NiCl₂•glyme (10 mol%), dtbbpy (20 mol%), alkene (1.0 equiv.), C₄F₉I (1.0 equiv.), acyl chloride (1.5 equiv.), Mn (3.0 equiv.), CH₃CN [0.1 M], 25 ^oC, 20 h, see Supplementary Methods. All cited yields are isolated yields. Ar = 4-tert-butylphenyl. ^a36% of C₄F₉-alkene byproduct isolated. ^bAlkene consumed. ^cAlkene remained. ^dPerformed with 2 equiv. of alkene. ^e140% of alkene recovered. ^fPerformed in 4:1 CH₃CN/DME [0.05 M]. ^g41% of alkene recovered. ^h17% of alkene recovered. ⁱ48 h