Copper-Catalyzed Aziridination with Redox-Active Ligands: Molecular Spin Catalysis

Chemistry. 2018 Apr 6;24(20):5086-5090. doi: 10.1002/chem.201705649. Epub 2018 Feb 14.

Abstract

Small-molecule catalysts as mimics of biological systems illustrate the chemists' attempts at emulating the tantalizing abilities displayed by nature's metalloenzymes. Among these innate behaviors, spin multistate reactivity is used by biological systems as it offers thermodynamic leverage towards challenging chemical reactivity but this concept is difficult to translate into the realm of synthetic organometallic catalysis. Here, we report a rare example of molecular spin catalysis involving multistate reactivity in a small-molecule biomimetic copper catalyst applied to aziridination. This behavior is supported by spin state flexibility enabled by the redox-active ligand.

Keywords: aziridination; copper catalysis; multistate reactivity; redox-active ligands; spin catalysis.