Compatibility Score for Rational Electrophile Selection in Pd/NBE Cooperative Catalysis.

ABSTRACT: A mechanistically guided approach is developed to predict electrophile compatibility in the palladium/norbornene (Pd/NBE) cooperative catalysis for the ipso/ortho difunctionalization of aryl halides. A key challenge in these reactions is to identify orthogonal electrophile and aryl hali de starting materials that react selectively with different transition metal complexes in separate oxidative addition events in the catalytic cycle. We performed detailed experimental and computational mechanistic studies to identify the catalytically active Pd(II) intermediate and the substrate-dependent mechanisms in reactions with various types of carbon and nitrogen electrophiles. We introduced the concept of electrophile compatibility score (ECS) to rationally select electrophiles based o

SUBMITTER: Qi X 

PROVIDER: S-EPMC8153509 | biostudies-literature | 2020 Oct

REPOSITORIES: biostudies-literature