On-Surface Formation of Cumulene by Dehalogenative Homocoupling of Alkenyl gem-Dibromides

On-Surface Formation of Cumulene by Dehalogenative Homocoupling of Alkenyl gem-Dibromides
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通过烯基偕二溴化物的脱卤均聚在表面形成累积烯

DOI:
10.1002/anie.201706104
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发表时间:
2017
期刊:
Angewandte Chemie International Edition
影响因子:
--
通讯作者:
Xu Wei
Xu Wei
中科院分区:
其他
文献类型:
--
作者:
Sun Qiang;Tran Bay V.;Cai Liangliang;Ma Honghong;Yu Xin;Yuan Chunxue;Stohr Meike;Xu Wei

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碳-卤素基团的表面活化是产生用于构建各种烃和碳纳米结构的自由基的有效途径。迄今为止,所采用的卤化物前体仅具有一个连接到碳原子的卤素。因此,研究将一个以上的卤素原子连接到碳原子上以产生多个未成对电子的效果是有意义的。通过引入烯基偕二溴化物,在Au(111)表面上通过脱卤偶联反应制备了累积多烯产物.通过高分辨率扫描隧道显微镜和非接触式原子力显微镜测量以及密度泛函计算的结合,对反应产物和途径进行了明确的表征。这项研究进一步补充了表面合成策略的数据库,并为将更复杂的碳支架引入表面纳米结构提供了一种简便的方法。
The on‐surface activation of carbon–halogen groups is an efficient route to produce radicals for constructing various hydrocarbons and carbon nanostructures. To date, the employed halide precursors have only one halogen attached to a carbon atom. It is thus of interest to study the effect of attaching more than one halogen atom to a carbon atom with the aim of producing multiple unpaired electrons. By introducing an alkenyl gem‐dibromide, cumulene products were fabricated on a Au(111) surface by dehalogenative homocoupling reactions. The reaction products and pathways were unambiguously characterized by a combination of high‐resolution scanning tunneling microscopy and non‐contact atomic force microscopy measurements together with density functional calculations. This study further supplements the database of on‐surface synthesis strategies and provides a facile manner for incorporation of more complicated carbon scaffolds into surface nanostructures.
通过末端烯基溴在 Cu(110) 上的脱卤自偶联立体选择性合成二烯
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发表时间: 2016
影响因子: 4.9
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