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. Author manuscript; available in PMC: 2016 Jun 3.
Published in final edited form as: Tetrahedron Lett. 2015 Jun 3;56(23):3431–3434. doi: 10.1016/j.tetlet.2015.01.186

Scheme 1.

Scheme 1

(Left) Pathways of proposed mechanism of radical aziridination via Co(II)-based metalloradical catalysis: a) generation of α-Co(III)-aminyl radical via metalloradical activation of azide by [Co(Por)]; b) formation of γ-Co(III)-alkyl radical through radical addition of α-Co(III)-aminyl radical onto olefin; and c) production of aziridine via 3-exo-tet radical cyclization of γ-Co(III)-alkyl radical. (Right) Structures of postulated α-Co(III)-aminyl radical intermediates supported by amidoporphyrins (A1) and TPP (A2). For clarity, one 3,5-DitBu-Phenyl group on the meso-position of the amidoporphyrin (A1) and one phenyl group on the meso-position of TPP (A2) were omitted.