Air Stable Chalcogen-Doped Rubicenes with Diradical Character  

作　　者：Liangzhuo Ma Song Wang Yuan Li Qinqin Shi Wenbin Xie Hao Chen Xin Wang Weiya Zhu Lang Jiang Runfeng Chen Qian Peng Hui Huang 

机构地区：[1]College of Materials Science and Opto-Electronic Technology,Center of Materials Science and Optoelectronics Engineering,CAS Center for Excellence in Topological Quantum Computation,CAS Key Laboratory of Vacuum Physic,University of Chinese Academy of Sciences,Beijing 100049 [2]Institute of Polymer Optoelectronic Materials and Devices,State Key Laboratory of Luminescent Materials and Devices,South China University of Technology,Guangzhou 510640 [3]Key Laboratory for Organic Electronics and Information Displays&Institute of Advanced Materials,Jiangsu National Synergetic Innovation Center for Advanced Materials,Nanjing University of Posts&Telecommunications,Nanjing 210023 [4]Beijing National Laboratory for Molecular Sciences,CAS Key Laboratory of Organic Solids,CAS Center of Excellence in Molecular Science,Institute of Chemistry,Chinese Academy of Sciences,Beijing 100190 [5]School of Chemical Sciences,University of Chinese Academy of Sciences,Beijing 100049

出　　处：《CCS Chemistry》2022年第12期3669-3676,共8页中国化学会会刊（英文）

基　　金：The work was supported by the NSFC(grant nos.51925306,21774130,and 21905277);National Key R&D Program of China(grant no.2018FYA 0305800);Key Research Program of the Chinese Academy of Sciences(grant no.XDPB08-2);the Strategic Priority Research Program of Chinese Academy of Sciences(grant no.XDB28000000);Fundamental Research Funds for the Central University.DFT results described in this short communication are obtained on the National Super-computing Center in Shenzhen(Shenzhen Cloud Computing Center).

摘　　要：Air stable diradicaloid polycyclic aromatic hydrocarbon(PAH)materials possess unique electronic and magnetic properties for various applications.In general,long conjugated distances between two radical centers are required to improve the air stability,thereby complicating the synthetic procedures.Herein,the chalcogen containing rubicenes(O-,S-,and Se-rubicenes)were systematically investigated to understand the chalcogen effects on chalcogen-rubicene physicochemical properties.Impressively,these rubicenes presented unprecedented diradical characterwithin one simple benzene ring and excellent air stabilities.Theirdiradicalcharacterweremanifested by single-crystal X-ray studies,variable-temperature nuclear magnetic resonance,and electron spin resonance.Furthermore,the nucleus independent chemical shifts andthe anisotropy of the induced currentdensity calculations revealed that the formation of diradical was caused by a pro-aromaticity driving force.Importantly,the diradical character of rubicenes are visualizedbyFractionalOccupationNumberWeighted Electron Density(FOD)plots,which present high NFOD values from 1.651 to 1.830.This contribution provided distinctive insights into the structure and property relationship of PAH diradicals.

关 键 词：rubicene diradical character air stable pro-aromaticity CHALCOGEN 

分 类 号：O57[理学—粒子物理与原子核物理]