A reactivity model for oxidative addition to palladium enables quantitative predictions for catalytic cross-coupling reactions.

ABSTRACT: Making accurate, quantitative predictions of chemical reactivity based on molecular structure is an unsolved problem in chemical synthesis, particularly for complex molecules. We report an approach to reactivity prediction for catalytic reactions based on quantitative structure-reactivity models for a key step common to many catalytic mechanisms. We demonstrate this approach with a mechanistically based model for the oxidative addition of (hetero)aryl electrophiles to palladium(0), which is a key step in myriad catalytic processes. This model links simple molecular descriptors to relative rates of oxidative addition for 79 substrates, including chloride, bromide and triflate leaving groups. Because oxidative addition often controls the rate and/or selectivity of palladium-catalyzed reactio

SUBMITTER: Lu J 

PROVIDER: S-EPMC8943861 | biostudies-literature | 2022 Mar

REPOSITORIES: biostudies-literature