Highly Selective Acylation of Dimethylamine Mediated by Oxygen Atoms on Metallic Gold Surfaces

被引：70
作者：
Xu, Bingjun [1 ]
Zhou, Ling [2 ]
Madix, Robert J. [2 ]
Friend, Cynthia M. [1 ,2 ]
机构：
[1] Harvard Univ, Dept Chem & Chem Biol, Cambridge, MA 02138 USA
[2] Harvard Univ, Sch Engn & Appl Sci, Cambridge, MA 02138 USA
来源：
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2010年 / 49卷 / 02期
基金：
美国国家科学基金会;
关键词：
acylation; cross-coupling; gold catalysis; heterogeneous catalysis; reaction mechanism; SUPPORTED GOLD; AEROBIC OXIDATION; LOW-TEMPERATURE; CO OXIDATION; AU(111); AMINES; CATALYSTS; ALCOHOLS; NANOPARTICLES; ADSORPTION;
D O I：
10.1002/anie.200905642
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
"Chemical Equation Presented" Completely coupled: The acylation of dimethylamine through coupling to formaldehyde occurs with almost 100 % selectivity at low coverage of adsorbed O atoms on metallic gold and with a low activation energy. Oxygen creates an active intermediate (CH3) 2N(a), which attacks the carbonyl carbon of the aldehyde (see picture). A general mechanistic framework for efficient and selective acylation of amines promoted by Au is established. © 2010 Wiley-VCH Verlag GmbH & Co. KGaA.
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收藏
页码：394 / 398
页数：5
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