期刊
FARADAY DISCUSSIONS
卷 152, 期 -, 页码 241-252出版社
ROYAL SOC CHEMISTRY
DOI: 10.1039/c1fd00012h
关键词
-
资金
- US Department of Energy, Basic Energy Sciences [FG02-84-ER13289]
- National Science Foundation, Division of Chemistry, Analytical and Surface Science [CHE- 0952790]
- Harvard University Center for the Environment through the Graduate Consortium in Energy and the Environment
We demonstrate in the present work that relatively straightforward acid/base principles of surface reactivity predict oxygen-assisted amine-aldehyde coupling on metallic gold. Formed via the oxygen-assisted (Bronsted acid) N-H bond activation of dimethylamine, (CH3)(2)N-(a) acts as a nucleophile to couple with various aldehydes, forming the corresponding amides. At low initial coverages of oxygen on the surface very high selectivities are achieved. The reaction proceeds via the surface-bound hemiaminal intermediate, which beta-hydride eliminates well below room temperature to form the amide product. On metallic gold desorption of the amide appears to be the rate-limiting step. Under the transient conditions employed in this work oxygen-assisted coupling of the amine with alcohols is limited, suggesting that such reactions must be conducted in the steady state in order to have both the aldehyde and adsorbed (CH3)(2)N-(a) present simultaneously.
作者
我是这篇论文的作者
点击您的名字以认领此论文并将其添加到您的个人资料中。
推荐
暂无数据