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. Author manuscript; available in PMC: 2020 Dec 15.
Published in final edited form as: Nat Chem. 2020 Jun 15;12(8):725–731. doi: 10.1038/s41557-020-0470-z

Figure 2. Study of regioselectivities in C–H amination of unsymmetrical trans-1,2-disubstituted alkenes.

Figure 2.

a, Non-selective C–H amination of trans-3-hexene. b, Remote electronically controlled C–H activation and amination. c, Electronic and steric effects of Cp ligands with substrate 3a. d, Scope of unsymmetrical trans-1,2-disubstituted alkenes catalyzed by Ir-9. Unless otherwise noted, all reactions were conducted on a 0.1 mmol scale using alkene (1.0 equiv.), TsN3 (1.5 equiv.), [Ir-n] (15 mol% of monomer), AgBF4 (60 mol%), LiOAc (1.0 equiv.). Yields were determined after column chromatography. Yields* and r.r. values (β/α) were collected from 1H NMR spectrum of unpurified reaction mixutre with mesitylene as the internal standard. a5 mol% [Cp™IrCl2]2 (Ir-6) was used. bReaction was conducted at 50 °C.