文献类型：期刊文献

英文题名：On-Surface Synthesis of [3]Radialenes via [1+1+1] Cycloaddition

作者：Li, Deng-Yuan[1];Wang, Ying[1];Hou, Xiao-Yu[2,4,5];Ren, Yin-Ti[3];Kang, Li-Xia[1];Xue, Fu-Hua[1];Zhu, Ya-Cheng[1];Liu, Jian-Wei[1];Liu, Mengxi[2,4];Shi, Xing-Qiang[3];Qiu, Xiaohui[2,4];Liu, Pei-Nian[1]

机构：[1]East China Univ Sci & Technol, Sch Chem & Mol Engn, Frontiers Sci Ctr Materiobiol & Dynam Chem, Key Lab Adv Mat & Feringa Nobel Prize Scientist J, 130 Meilong Rd, Shanghai 200237, Peoples R China;[2]Natl Ctr Nanosci & Technol, CAS Key Lab Standardizat & Measurement Nanotechno, Ctr Excellence Nanosci, Beijing 100190, Peoples R China;[3]Hebei Univ, Coll Phys Sci & Technol, Baoding 071002, Peoples R China;[4]Univ Chinese Acad Sci, Beijing 100049, Peoples R China;[5]Univ Chinese Acad Sci, Sino Danish Ctr Educ & Res, Sino Danish Coll, Beijing 100049, Peoples R China

年份：2022

卷号：61

期号：15

外文期刊名：ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

收录：;EI(收录号：20220811679516);WOS:【SCI-EXPANDED(收录号:WOS:000757419200001)】；

基金：This work was supported by the National Natural Science Foundation of China (21925201, 22161160319, 91845110, 21972032, 21790353, 21721002, 21425310, 22002044 and 21978049), Shanghai Municipal Science and Technology Major Project (2018SHZDZX03), Natural Science Foundation of Shanghai (20ZR1414200), the Programme of Introducing Talents of Discipline to Universities (B16017), the Ministry of Science and Technology of China (2017YFA0205000), the Strategic Priority Research Program of Chinese Academy of Sciences (XDB36000000), the Scientific Instrument Developing Project of the Chinese Academy of Sciences (GJJSTD20200005), Advanced Talents Incubation Program of Hebei University (521000981390), Natural Science Foundation of Hebei Province of China (A2021201001) and the Program for Eastern Scholar Distinguished Professor. We thank the High-performance Computing Center of Hebei University and the Research Center of Analysis and Test of East China University of Science and Technology for help in the characterization.

语种：英文

外文关键词：Cross-Conjugation; Cycloaddition; Isocyanides; On-Surface Synthesis; Radialene

摘要：[3]Radialenes are the smallest carbocyclic structures with unusual topologies and cross-conjugated pi-electronic structures. Here, we report a novel [1+1+1] cycloaddition reaction for the synthesis of aza[3]radialenes on the Ag(111) surface, where the steric hindrance of the chlorine substituents guides the selective and orientational assembling of the isocyanide precursors. By combining scanning tunneling microscopy, non-contact atomic force microscopy, and time-of-flight secondary ion mass spectrometry, we determined the atomic structure of the produced aza[3]radialenes. Furthermore, two reaction pathways including synergistic and stepwise are proposed based on density functional theory calculations, which reveal the role of the chlorine substituents in the activation of the isocyano groups via electrostatic interaction.