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A C2-symmetric triple [5]helicene based on N-annulated triperylene hexaimide for chiroptical electronics

查看全文 作　　者：Zetong [1,4]Ma;Thorsten [3]Winands;Ningning [2]Liang;Dong [1]Meng;Wei [1,4]Jiang;Nikos [3]L.Doltsinis;Zhaohui [1,2]Wang 高影响力作者 机构地区：[1]CAS Research/Education Center for Excellence in Molecular Sciences,Institute of Chemistry,Chinese Academy of Sciences,Beijing 100190,China;[2]Key Laboratory of Organic Optoelectronics and Molecular Engineering,Department of Chemistry,Tsinghua University,Beijing 100084,China;[3]Institute fo r Solid State Theory and Center for Multiscale Theory&Computation,University of Muenster,Wilhelm-Klemm-Slrasse 10,Muenster 48149,Germany;[4]University of Chinese Academy of Sciences,Beijing 100049,China高影响力机构 出　　处：《Science China Chemistry》索引2020年第63卷第2期,共7页高影响力期刊 基　　金：supported by the National Natural Science Foundation of China(21790361,21734009);the National Key R&D Program of China(2017YFA0204701);the Youth Innovation Promotion Association of Chinese Academy of Sciences(2017048);DFG within TRR 61 摘　　要：Two diastereoisomers(NTPH-P and NTPH-T1) as a C2-symmetric triple [5]helicene based on N-annulated triperylene hexaimide were synthesized.Aided by nuclear magnetic resonance spectroscopy(NMR) and theoretical calculations,NTPH-P was assigned to three-blade propeller conformation while NTPH-T1 tended to exhibit twisted conformation with pyrrole ring fusing on a bowl-shaped PDI foil.Characterized by circular dichroism(CD) and circular polarized luminescence(CPL) measurements,the enantiomerically pure NTPH-P exhibited fairly good chiral activities both in the absorption and emission range with dissymmetry factors |gabs| of 4.1×10^-3 and |glum| of 1.2×10^-3.The diastereoisomers were further employed as acceptors for organic solar cells with distinct PCEs of 8.11% and 5.24% for NTPH-P and NTPH-T1 based devices,respectively,signifying the prospects in chiroptical electronics by designing molecularly defined aromatics. 关 键 词：triple helicenes perylene diimides N-annulation asymmetric decoration chiroptical properties organic solar cells
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