Site-Selective C_sp³-C_sp/C_sp³-C_sp² Cross-Coupling Reactions Using Frustrated Lewis Pairs.

ABSTRACT: The donor-acceptor ability of frustrated Lewis pairs (FLPs) has led to widespread applications in organic synthesis. Single electron transfer from a donor Lewis base to an acceptor Lewis acid can generate a frustrated radical pair (FRP) depending on the substrate and energy required (thermal or photochemical) to promote an FLP into an FRP system. Herein, we report the C_sp³-C_sp cross-coupling reaction of aryl esters with terminal alkynes using the B(C₆F₅)₃/Mes₃P FLP. Significantly, when the 1-ethynyl-4-vinylbenzene substrate was employed, the exclusive formation of C_sp³-C_sp cross-coupled products was observed. However, when 1-ethynyl-2-vinylbenzene was employed, solvent-dependent si

SUBMITTER: Dasgupta A 

PROVIDER: S-EPMC8041292 | biostudies-literature | 2021 Mar

REPOSITORIES: biostudies-literature