Fig. 5: Control experiments and preliminary mechanistic study.
From: Ligand-controlled regiodivergent and enantioselective C–H cyanation of secondary amines
Condition A: Cu(CH3CN)4BF4 (5 mol%), L14 (12 mol%), TMSCN (3.0 equiv), DCM (0.05 M), N2, rt; Condition B: CuSCN (3 mol%), (1R,2S)-L24 (7.5 mol%), TMSCN (3.0 equiv), CH3CN (0.05 M), N2, rt. More details see SI. A Control experiments for 1 u with/without L14; B Radical inhibition and trapping experiments under condition A/B; C Non-linear effect study of β-cyanation under condition B; D Deuteration experiments; E KIE experiments of α’-cyanation under condition A; F KIE experiments of β-cyanation under condition B.
