Elucidating Ligand-Dependent Selectivities in Pd-Catalyzed C-H Activations.

ABSTRACT: Achieving regioselectivity in C-H activation remains a major challenge. Controlling or even reversing the regioisomeric outcome through the choice of ligand is even harder to achieve, let alone to predict. In this study, we investigated ligand effects in the regioselective Pd-catalyzed alkynylation of thiophenes using multivariate linear regression to build predictive models that offer deeper insight into the structural factors driving regioselectivity and enabled the discovery of a more selective ligand. Combining experimental and DFT studies, we propose a Curtin-Hammett scenario between the C-H activation and migratory insertion as the origin of the ligand-controlled selectivities. A detailed investigation of solvent effects uncovered an inadequate description of solvent-solute dispersio

SUBMITTER: Deufel F 

PROVIDER: S-EPMC12707355 | biostudies-literature | 2025 Dec

REPOSITORIES: biostudies-literature