Palladium-Catalyzed Dimerization Reaction Of Terminal Alkynes And Stille Cross-Coupling Reaction Of Aryl Halides

This dissertation reported palladium-catalyzed dimerization reaction of terminal alkynes in organic solvents or supercritical carbon dioxide (scCO₂), and palladium-catalyzed Stille cross-coupling reaction1. In the presence of PdCl₂ and Me₃NO, terminal alkynes were homocoupled to afford symmetrical 1, 4-butdiynes under amine-and phosphine-free conditions. In the presence of PdCl₂, CuI, Me₃NO, and NaOAc, homocoupling of various terminal alkynes underwent smoothly to afford the corresponding diynes in moderate to high yields without any phosphine ligands.2. In conventional organic solvent or supercritical carbon dioxide (scCO₂), Pd(OAc)₂/DABCO/air-catalyzed homocoupling reactions of terminal alkynes were carried out smoothly in good to excellent yields under mild reaction conditions. Moreover, Pd(OAc)₂-catalyzed homocoupling reaction of terminal alkynes were carried out smoothly using DABCO as the ligand and air as the reoxidant.3. Mild and selective palladium-catalyzed dimerization of terminal alkynes was carried out smoothly to afford symmetrical (Z, Z)-1, 4-dihalo-1, 3-dienes in good yields. The results showed...