Parametrization of κ <sup>2</sup> - <i>N</i> , <i>O</i> -Oxazoline Preligands for Enantioselective Cobaltaelectro-Catalyzed C–H Activations
Suman Dana, Neeraj Kumar Pandit, Philipp Boos, Tristan von Münchow, Sven Erik Peters, Sven Trienes, Laura Haberstock, Regine Herbst‐Irmer, Dietmar Stalke, Lutz Ackermann
Abstract
High Resolution Image Download MS PowerPoint Slide Enantioselective electrocatalyzed C–H activations have emerged as a transformative platform for the assembly of value-added chiral organic molecules. Despite the recent progress, the construction of multiple C(sp 3 )-stereogenic centers via a C(sp 3 )–C(sp 3 ) bond formation has thus far proven to be elusive. In contrast, we herein report an annulative C–H activation strategy, generating chiral Fsp 3 -rich molecules with high levels of diastereo- and enantioselectivity. κ 2 - N, O -oxazoline preligands were effectively employed in enantioselective cobalt(III)-catalyzed C–H activation reactions. Using DFT-derived descriptors and regression statistical modeling, we performed a parametrization study on the modularity of chiral κ 2 - N, O -oxazoline preligands. The study resulted in a model describing ligands’ selectivity characterized by key steric, electronic, and interaction behaviors.