| Popis: |
Selective amination of σ and π entities such as C–H and C═C bonds of substrates remains a challenging endeavor for current catalytic methodologies devoted to the synthesis of abundant nitrogen-containing chemicals. The present work addresses an approach toward discriminating aromatic over aliphatic alkenes in aziridination reactions, relying on the use of anionic metal reagents (M = Mn, Fe, Co, Ni) to attenuate reactivity in a metal-dependent manner. A family of MnII reagents bearing a triphenylamido-amine scaffold and various pendant arms has been synthesized and characterized by various techniques, including cyclic voltammetry. Aziridination of styrene by PhI═NTs in the presence of each MnII catalyst establishes a trend of increasing yield with increasing MnII/III anodic potential. The FeII, CoII, and NiII congeners of the highest-yielding MnII catalyst have been synthesized and explored in the aziridination of aromatic and aliphatic alkenes, exhibiting good to high yields with para-substituted styrenes... |
