Pd-catalyzed bicyclization of 2-alkynylhalobenzenes and propargylic alcohols for the formation of indeno[1,2]furans: a DFT study

摘要

The mechanism of palladium-catalyzed bicyclization of 2-alkynylhalobenzenes and propargylic alcohols for the formation of indeno[1,2]furans has been studied computationally with the aid of density functional theory (DFT). Full free energy profiles are computed for different reaction equations between different reaction substrates. The calculation results showed that the catalytic cycle is found to contain six steps, oxidative addition, ligand substitution, first C ≡ C triple bond insertion, rearrangement, second C ≡ C triple bond insertion and reductive elimination, with the reductive elimination being the ratedetermining step for the different reaction equations (1), (2) and (3). Our calculations are consistent with experimental observations.