Intermolecular Desymmetrizing Gold‐Catalyzed Yne–Yne Reaction of Push–Pull Diarylalkynes

• Published in: Chemistry : a European journal Vol. 24; no. 15; pp. 3725 - 3728
• Main Authors: Weingand, Vanessa, Wurm, Thomas, Vethacke, Vanessa, Dietl, Martin C., Ehjeij, Daniel, Rudolph, Matthias, Rominger, Frank, Xie, Jin, Hashmi, A. Stephen K.
• Format: Journal Article
• Language: English
• Published: WEINHEIM Wiley 12.03.2018; Wiley Subscription Services, Inc
• Subjects: alkyne dimerization; Alkynes; Aromatic compounds; Atom economy; Cations; Chemistry; Chemistry, Multidisciplinary; Gold; gold catalysis; naphthalenes; Physical Sciences; push–pull systems; Science & Technology; vinyl cations; naphthalenes; push-pull systems; alkyne dimerization; COMPLEXES; TERMINAL ALKYNES; gold catalysis; vinyl cations; VINYLIDENES; CYCLIZATIONS; CYCLOISOMERIZATION; 1,6-DIYNES; DERIVATIVES; SELECTIVITY; ACCESS; DIYNE REACTION

Push–pull diaryl alkynes are dimerized in the presence of a cationic gold catalyst. The polarized structure of the applied starting materials enables the generation of a highly reactive vinyl cation intermediate in an intermolecular reaction. Trapping of the vinyl cation by a nucleophilic attack of...