Kinetically Controlled Synthesis of Four- and Six-Member Cyclic Products via Sequential Aryl-Aryl Coupling on a Au(111) Surface

被引：6

作者：

Zhang, Ran ^{[1
]}

Xia, Bowen ^{[1
,2
]}

Xu, Hu ^{[2
]}

Lin, Nian ^{[1
]}

机构：

[1] Hong Kong Univ Sci & Technol, Dept Phys, Hong Kong, Peoples R China

[2] Southern Univ Sci & Technol, Dept Phys, Shenzhen 518055, Guangdong, Peoples R China

来源：

CHEMPHYSCHEM | 2019年 / 20卷 / 18期

关键词：

aryl-aryl coupling; gold; kinetic control; On-Surface Synthesis; scanning tunnelling microscopy; AZIDE-ALKYNE CYCLOADDITION; TOTAL-ENERGY CALCULATIONS; GRAPHENE NANORIBBONS; POLYMERIZATION; CYCLIZATION; CHEMISTRY;

D O I：

10.1002/cphc.201900256

中图分类号：

O64 [物理化学（理论化学）、化学物理学];

学科分类号：

070304 ; 081704 ;

摘要：

We synthesize four- and six-member cyclic products via sequential multi-step aryl-aryl coupling reactions of 2,3,6,7,10,11-hexabromotriphenylene molecules on a Au(111) surface. The final products as well as the organo-gold intermediate structures are identified using scanning tunneling microscopy and density-functional theory simulation. By adjusting reaction temperature and post-annealing temperature, we enhance/suppress the yields of the four-member and six-member cyclic products. We propose an underlying mechanism which is associated with different reaction kinetics of the first-order and second-order reactions. This work exemplifies intricate kinetically-controlled on-surface synthesis when multiple reactions of different reaction order are involved.

引用

页码：2292 / 2296

页数：5