Fig. 4: Mechanistic investigations.
From: Bifunctional sulfilimines enable synthesis of multiple N-heterocycles from alkenes
a, Cyclic voltammetry for Bi(OTf)3, sulfilimine 1 and a 1:1 mixture of Bi(OTf)3 and 1 in acetonitrile under a scan rate of 100 mV s–1. A new reduction peak at Ep = −0.4 V versus Ag/AgCl was observed when using a 1:1 mixture of Bi(OTf)3 and 1. b, Ultraviolet–visible spectra of Bi(OTf)3, sulfilimine 1 and a 1:1 mixture of Bi(OTf)3 and 1 in DME (2.5 × 10–5 M). A new absorption peak at 326 nm was observed when using a 1:1 mixture of Bi(OTf)3 and 1. Both cyclic voltammetry and ultraviolet–visible spectra indicate a direct interaction of Bi(OTf)3 with 1, which plays a key role in activation of sulfilimine 1 for the generation of the corresponding NCR. c, A radical clock experiment using both 2-vinylcyclopropylbenzene and 1,6-diene shows that the reactions proceed via generation of NCRs.
