University of Illinois

Shauna M Paradine

M Christina White

Jinpeng Zhao

Aaron L Petronico

Jennifer R Griffin

The invention provides novel manganese catalysts such as [Mn(BuPc)], which are general for the amination of all types of C(sp)-H bonds (aliphatic, allylic, propargylic, benzylic, ethereal), including strong 1aliphatic C&#x2014;H bonds, while achieving excellent chemoselectivity, stereospecificity, and high functional group tolerance. We demonstrate the late-stage diversification of bioactive complex molecules that encompass the range of C(sp)-H bond types, such as selective 1C&#x2014;H aminations of betulinic acid and pleuromutilin derivatives. The catalysts' unprecedented balance of reactivity and selectivity is in part attributed to its mechanism of C&#x2014;H amination that lies between stepwise and concerted.

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Cambridge, MA, United States of America

Shauna M Paradine