Hydroamination of Alkynes Using Amphiphiles-Based Au@SiO2


Hydroamination of Alkynes Using Amphiphiles-Based Au@SiO 2 Significance: The porous Au@SiO 2 catalyst was prepared from a gold precursor and a TEOS solution in the presence of cinchonidine-based triazole amphiphiles. The hydroamination of alkynes was carried out with Au@SiO 2 to give the corresponding imine products 1a-n in up to 99% conversion. 

Comment:

The turnover number of Au@SiO 2 was 1604 for the formation of 1b. The catalyst was characterized by cryo-TEM, XPS, UV/Vis, zeta potential, and ICP-OES analyses. Downloaded by: Indiana University Libraries. Copyrighted material. 
N N + O N N N C 8 F 17 NH 2 + Au@SiO 2 catalyst (61 mol%) 135 °C, 16 h, argon R 1 R 2 R 1 N R 2 Au@SiO 2 1 N R 2 1a R 2 = H, 97% conversion 1b R 2 = 4-OMe, 100% conversion 1c R 2 = 4-Me, 88% conversion N R 2 1d R 2 = H, 100% conversion 1e R 2 = 4-OMe, 100% conversion 1f R 2 = 4-Me, 92% conversion N R 2 1m R 2 = H, 93% conversion 1n R 2 = 4-OMe, 100% conversion O N R 2 1g R 2 = H, 98% conversion 1h R 2 = 4-OMe, 99% conversion 1i R 2 = 4-Me, 99% conversion Au@SiO 2 catalyst N R 2 1j R 2 = H, 100% conversion 1k R 2 = 4-OMe, 95% conversion 1l R 2 = 4-Me,
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Hydroamination of Alkynes Using Amphiphiles-Based Au@SiO2