Air-Stable Cationic Gold(I) Catalyst Featuring a Z-Type Ligand: Promoting Enyne Cyclizations

• Published in: Angewandte Chemie International Edition Vol. 54; no. 3; pp. 818 - 822
• Main Authors: Inagaki, Fuyuhiko, Matsumoto, Chiaki, Okada, Yasuhiko, Maruyama, Naoya, Mukai, Chisato
• Format: Journal Article
• Language: English
• Published: Weinheim WILEY-VCH Verlag 12.01.2015; WILEY‐VCH Verlag; Wiley; Wiley Subscription Services, Inc
• Edition: International ed. in English
• Subjects: Boron; Boron - chemistry; Catalysis; Catalysts; Cationic; Cations - chemistry; Chemistry; Chemistry, Multidisciplinary; Construction; Coordination Complexes - chemical synthesis; Coordination Complexes - chemistry; Cyclization; cyclizations; cycloaddition; Gold; Gold - chemistry; ligand design; Ligands; Physical Sciences; Science & Technology; INTERMOLECULAR 2+2 CYCLOADDITION; RHODIUM; CONVERSION; DATIVE SIGMA-BOND; COMPLEXES; REACTIVITY; SKELETAL REARRANGEMENT; cyclizations; gold; cycloaddition; ligand design; NITROGEN; CYCLOISOMERIZATION; boron; EFFICIENT
• ISSN: 1433-7851; 1521-3773
• DOI: 10.1002/anie.201408037

An air‐stable cationic AuI complex featuring a Z‐type ligand (boron atom) as a σ‐acceptor was developed for elucidating the effect of B on catalytic reactions. An enyne cyclization in the presence of either [Au→B]+ or [Au]+ showed that [Au→B]+ promotes the reactivity, which enabled the effective construction of not only five‐ and six‐membered rings, but also seven‐membered rings. Z‐shaped: The air‐stable cationic AuI complex 1 featuring a Z‐type ligand was developed for elucidating the effect of the boron ligand in catalytic reactions. For an enyne cyclization in the presence of either 1 or an analogous complex without B ligand, it was shown that B promotes the reactivity of the neighboring gold center in the construction of five‐ to seven‐membered rings.