Soft Propargylic Deprotonation: Designed Ligand Enables Au-Catalyzed Isomerization of Alkynes to 1,3-Dienes

• Published in: Journal of the American Chemical Society Vol. 136; no. 25; pp. 8887 - 8890
• Main Authors: Wang, Zhixun, Wang, Yanzhao, Zhang, Liming
• Format: Journal Article
• Language: English
• Published: WASHINGTON American Chemical Society 25.06.2014; Amer Chemical Soc
• Subjects: Alkadienes - chemical synthesis; Alkadienes - chemistry; Alkynes; Alkynes - chemistry; Aniline; Bridging; Catalysis; Chemistry; Chemistry, Multidisciplinary; Communication; dimethyl sulfoxide; gold; Gold - chemistry; hydrogen; Isomerization; Ligands; Molecular Conformation; Physical Sciences; Protons; Science & Technology; Stereoisomerism; TRIETHYLAMINE; PALLADIUM; ACIDITIES; COUPLING REACTIONS; C-N; PHOSPHINES; BOND-FORMING REACTIONS; COMPLEXES; SUZUKI-MIYAURA; ARYL CHLORIDES

By functionalizing the privileged biphenyl-2-ylphosphine with a basic amino group at the rarely explored 3′ position, the derived gold­(I) complex possesses orthogonally positioned “push” and “pull” forces, which enable for the first time soft propargylic deprotonation and permit the bridging of a d...