Nickel-Catalyzed Transfer Semihydrogenation and Hydroamination of Aromatic Alkynes Using Amines As Hydrogen Donors

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• 作者：Ada虂n Reyes-Sa虂nchez ; Farrah Can虄avera-Buelvas ; Rigoberto Barrios-Francisco ; Olga L. Cifuentes-Vaca ; Marcos Flores-Alamo ; Juventino J. Garci虂a
• 刊名：Organometallics
• 出版年：2011
• 出版时间：June 27, 2011
• 年：2011
• 卷：30
• 期：12
• 页码：3340-3345
• 全文大小：830K
• 年卷期：v.30,no.12(June 27, 2011)
• ISSN：1520-6041

文摘

The transfer hydrogenation of diphenylacetylene to yield cis- and trans-stilbenes was achieved using a variety of amines as hydrogen donors and the complex 1 ([(dippe)Ni(渭-H)]₂) in catalytic amounts (0.5% mol). The use of nucleophilic amines such as pyrrolidine in neat conditions afforded the hydroamination of diphenylacetylene, in moderate to high yields. Cyclization of 2-ethynylaniline also was carried out under similar conditions, with 1 in catalytic amounts, but in low yield, mainly due to the formation of homocoupling products of the starting material. The hydrogenation of diphenylacetylene by using other nitrogenated compounds such as aromatic N-heterocycles was addressed to give a metal-mediated process, using 1 in stoichiometric amounts.