详细信息
Stereoselective Chiral Molecular Carbon Imides Featuring 12-Fold [5]helicenes Around Four Cores ( SCI-EXPANDED收录 EI收录)
文献类型:期刊文献
英文题名:Stereoselective Chiral Molecular Carbon Imides Featuring 12-Fold [5]helicenes Around Four Cores
作者:Liu, Guogang[1];Liu, Yujian[2];Zhao, Chengxi[1];Li, Yan[3];Wang, Zhaohui[2];Tian, He[1]
机构:[1]East China Univ Sci & Technol, Inst Fine Chem,Sch Chem & Mol Engn, Feringa Nobel Prize Scientist Joint Res Ctr,Fronti, Key Lab Adv Mat & Joint Int Res Lab Precis Chem &, Shanghai 200237, Peoples R China;[2]Tsinghua Univ, Dept Chem, Key Lab Organ Optoelect & Mol Engn, Beijing 100084, Peoples R China;[3]Beihang Univ, Sch Chem, Beijing 100191, Peoples R China
年份:2023
卷号:62
期号:1
外文期刊名:ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
收录:;EI(收录号:20225013227226);WOS:【SCI-EXPANDED(收录号:WOS:000893574800001)】;
基金:We thank Dr. D. Meng (University of California, Los Angeles) for the fruitful discussion. We also thank M. Nyenhuis and Prof. Doltsinis (University of Muenster, Germany) for their help in theoretical calculation. This work was financially supported by the National Natural Science Foundation of China (NSFC) (No. 21790361, 52022099, 22275006), the National Postdoctoral Program for Innovative Talents (BX20200128), the 69th batch of Chinese postdoctoral general support (No. 2021M691004), and Shanghai Municipal Science and Technology Major Project (grant 2018SHZDZX03).
语种:英文
外文关键词:Chirality; Helicene; Molecular Carbon; Stereoisomers; Stereoselectivity
摘要:Despite the great progress in research on molecular carbons containing multiple helicenes around one core, realizing the stereoselectivity of carbons containing multiple helicenes around more cores is still a great challenge. Herein, molecular carbon C-204 featuring 12-fold [5]helicenes around four cores was successfully constructed by using nine perylene diimide (PDI) units, and exhibits good solubility and stability. Despite 256 possible stereoisomers caused by the 12-fold [5]helicenes, we only obtained one pair of enantiomers with D-3 symmetry. There are four possible pairs of enantiomers with D-3 symmetry, namely 7A, 7B, 7C and 7D. Theoretical and experimental results verify that the obtained structure belongs to 7C, which has the lowest energy. The enantiomers can also be separated by chiral HPLC. These results suggest that choosing PDIs as building blocks can not only improve the solubility and stability but also realize the stereoselectivity and chirality of molecular carbons.
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