Manganese-Catalyzed Aziridination of Olefins with Chloramine-T in Water and Buffered Aqueous Solutions

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The Emerson/Stokes collaboration used a water-soluble, manganese-porphyrin complex to catalytically generate aziridines from olefins in moderate to good yields (up to 93%) upon optimization in aqueous media. Reactions using chloramine-T at slightly acidic to neutral pH values showed generally higher catalytic yields. Attempts to integrate this catalytic system into a DNA hybrid catalyst system to support asymmetric aziridination showed little promise, where steric bulk in the axial positions from activation of chloramine-T by this Mn-heme complex may influence its ability to associate with double-stranded DNA. 

Wolgemuth, D. K.; Elmore, S. D.; Cope, J. D.; Sheridan, P. E.; Stokes, S. L.; Emerson, J. P. Manganese-Catalyzed Aziridination of Olefins with Chloramine-T in Water and Buffered Solutions. Catal. Commun. 2021, 150, 106275.

https://doi.org/10.1016/j.catcom.2020.106275


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