Self-assembly directed one-step synthesis of [4]radialene on Cu(100) surfaces

被引：38

作者：

Li, Qing ^{[1
]}

Gao, Jianzhi ^{[2
]}

Li, Youyong ^{[1
]}

Fuentes-Cabrera, Miguel ^{[3
,4
]}

Liu, Mengxi ^{[5
]}

Qiu, Xiaohui ^{[5
,6
]}

Lin, Haiping ^{[1
]}

Chi, Lifeng ^{[1
]}

Pan, Minghu ^{[7
]}

机构：

[1] Soochow Univ, Inst Funct Nano & Soft Mat FUNSOM, Jiangsu Key Lab Carbon Based Funct Mat & Devices, Suzhou 215123, Peoples R China

[2] Shaanxi Normal Univ, Sch Phys & Informat Technol, Xian 710062, Shaanxi, Peoples R China

[3] Oak Ridge Natl Lab, Ctr Nanophase Mat Sci, POB 2009, Oak Ridge, TN 37831 USA

[4] Oak Ridge Natl Lab, Computat Sci & Engn Div, POB 2009, Oak Ridge, TN 37831 USA

[5] Natl Ctr Nanosci & Technol, CAS Ctr Excellence Nanosci, CAS Key Lab Standardizat & Measurement Nanotechno, Beijing 100190, Peoples R China

[6] Univ Chinese Acad Sci, Beijing 100049, Peoples R China

[7] Huazhong Univ Sci & Technol, Sch Phys, Wuhan 430074, Hubei, Peoples R China

来源：

NATURE COMMUNICATIONS | 2018年 / 9卷

基金：

美国国家科学基金会;

关键词：

COVALENT ORGANIC FRAMEWORKS; POLYMERIZATION; CHEMISTRY; POINTS; IMAGE;

D O I：

10.1038/s41467-018-05472-2

中图分类号：

O [数理科学和化学]; P [天文学、地球科学]; Q [生物科学]; N [自然科学总论];

学科分类号：

07 ; 0710 ; 09 ;

摘要：

The synthetic challenges of radialenes have precluded their practical applications. Here, we report a one-step synthetic protocol of [4]radialene on a copper surface. High-resolution scanning tunneling microscopy measurements reveal that such catalytic reaction proceeds readily with high selectivity at the temperature below 120 K. First-principles calculations show that the reaction pathway is characterized by firstly the cooperative inter-molecular hydrogen tautomerization and then the C-C bond formation. The feasibility of such cyclotetramerization reaction can be interpreted by the surface effect of Cu(100), which firstly plays an important role in directing the molecular assembly and then serves as an active catalyst in the hydrogen tautomerization and C-C coupling processes. This work presents not only a novel strategy to the scant number of synthetic methods to produce [4] radialenes via a novel [1 + 1 + 1 + 1] reaction pathway, but also a successful example of C-C bond coupling reactions guided by the surface-induced C-H/pi assembly.

引用

页数：7