Modulating stereoselectivity in allylic C(sp³)-H bond arylations via nickel and photoredox catalysis.

ABSTRACT: While significant progress has been made in developing selective C-H bond cross-couplings in the field of radical chemistry, the site and stereoselectivity remain a long-standing challenge. Here, we present the successful development of stereodivergent allylic C(sp³)-H bond arylations through a systematic investigation of the direction and degree of stereoselectivity in the cross-coupling process. In contrast to the signature photosensitized geometrical isomerization of alkenes, the catalytic reaction demonstrates the feasibility of switching the C-C double bond stereoselectivity by means of ligand control as well as steric and electronic effects. Computational studies explain the stereochemical outcome and indicate that excitation of a Ni-allyl complex from singlet to a triplet

SUBMITTER: Huang L 

PROVIDER: S-EPMC9892578 | biostudies-literature | 2023 Feb

REPOSITORIES: biostudies-literature