Directed Hydrogen Atom Transfer (DHAT): regioselective functionalization of unactivated C(sp3)-H bonds – DHAT

The objective of this project is to develop an original methodology for the regioselective functionalization of "unactivated Csp3-H" bonds mediated by Hydrogen Atom Transfer (HAT) reaction. The originality of the proposed approach lies in the mode of control of the regioselectivity by using a transient directing organometallic complex whose topology allows to drive the reaction towards a desired Csp3-H bond. The regioselectivity is then controlled by the directing group and not anymore by the intrinsic properties of the Csp3-H bond (BDE, polarity, etc.) of the substrate. This approach would allow to functionalize unactivated Csp3-H bonds, traditionally inaccessible. Immediate applications are possible for the late functionalization of complex molecules, "Feedstock compounds" or amino acids.