On-Surface Heck Reaction of Aryl Bromides with Alkene on Au(111) with Palladium as Catalyst
On-Surface Heck Reaction of Aryl Bromides with Alkene on Au(111) with Palladium as Catalyst
复制标题
钯催化芳基溴与烯烃在 Au(111) 上的表面 Heck 反应
DOI：
10.1021/acs.orglett.7b00855
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发表时间：
2017
期刊：
影响因子：
5.2
通讯作者：
Liu Pei-Nian
中科院分区：
文献类型：
--
作者：
Shi Ke-Ji;Sku Chen-Hui;Wang Cheng-Xin;Wu Xin-Yan;Tian He;Liu Pei-Nian
首次实现了芳基溴与末端烯烃的表面Heck反应。使用钯作为催化剂，卟啉衍生的芳基溴化物与末端烯烃在 Au(111) 表面上以高选择性进行交叉偶联，这一点通过单分子水平的扫描隧道显微镜测定。密度泛函理论计算表明，表面Heck反应通过芳基溴的脱溴、CC键的加成以及氢的消除进行，最终得到交叉偶联产物。
The on-surface Heck reaction of aryl bromides with terminal alkene has been achieved for the first time. With palladium as the catalyst, cross-coupling of porphyrin-derived aryl bromides with terminal alkene proceeds with high selectivity on an Au(111) surface, as determined by scanning tunneling microscopy at the single molecular level. Density functional theory calculations suggest that the on-surface Heck reaction proceeds via debromination of aryl bromide, addition to the CC bond, and elimination of hydrogen, ultimately affording the cross-coupling product.