Perylene Diimide Based Imine Cages for Inclusion of Aromatic Guest Molecules and Visible-Light Photocatalysis

被引:19
|
作者
Feng, Xiying [1 ]
Liao, Peisen [1 ]
Jiang, Jingxing [1 ]
Shi, Jianying [1 ]
Ke, Zhuofeng [1 ]
Zhang, Jianyong [1 ]
机构
[1] Sun Yat Sen Univ, MOE Lab Polymer Composite & Funct Mat, Sch Mat Sci & Engn, Guangzhou 510275, Guangdong, Peoples R China
关键词
chirality; host-guest systems; organic cages; perylene diimide; photocatalysis; supramolecular chemistry; POROUS ORGANIC CAGE; PALLADIUM NANOPARTICLES EFFICIENT; HETEROGENEOUS CATALYSTS; ELECTRON; COMPLEXATION; FLUORESCENCE; MACROCYCLES; SEPARATION; VERTICES; AFFINITY;
D O I
10.1002/cptc.201900058
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
A strategy for the development of visible-light-sensitive organic cage structures is reported. Enantiomeric imine cages with optical and electrochemical properties are developed employing perylene diimide (PDI) and tetraphenylethene subunits using dynamic covalent imine chemistry. Polycyclic aromatic hydrocarbons are encapsulated efficiently in the imine cage, and the guests interact with PDI units via supramolecular pi-pi interactions. Visible-light-driven Smiles rearrangement of 2-aryloxybenzoic acids to aryl salicylates is achieved with high efficiency in the presence of the imine cage as the catalyst.
引用
收藏
页码:1014 / 1019
页数:6
相关论文
共 50 条
  • [1] Enhanced visible-light photocatalysis via back-electron transfer from palladium quantum dots to perylene diimide
    Wei, Weiqin
    Wei, Zhen
    Liu, Di
    Zhu, Yongfa
    [J]. APPLIED CATALYSIS B-ENVIRONMENTAL, 2018, 230 : 49 - 57
  • [2] Visible-light photocatalytic aerobic oxidation of sulfides to sulfoxides with a perylene diimide photocatalyst
    Gao, Yueying
    Xu, Huan
    Zhang, Shiwei
    Zhang, Yan
    Tang, Chunlei
    Fan, Weizheng
    [J]. ORGANIC & BIOMOLECULAR CHEMISTRY, 2019, 17 (30) : 7144 - 7149
  • [3] Atropisomer-based construction of a new perylene diimide macrocycle as visible-light photocatalyst for selective sulfide oxidation
    Fei Yang
    Miaomiao Zhen
    Shanshan Wang
    Wei Wei
    Huan He
    Yanqing Xu
    [J]. Chinese Chemical Letters, 2022, 33 (12) : 5088 - 5091
  • [4] Atropisomer-based construction of a new perylene diimide macrocycle as visible-light photocatalyst for selective sulfide oxidation
    Yang, Fei
    Zhen, Miaomiao
    Wang, Shanshan
    Wei, Wei
    He, Huan
    Xu, Yanqing
    [J]. CHINESE CHEMICAL LETTERS, 2022, 33 (12) : 5088 - 5091
  • [5] Photocatalysis Enables Visible-Light Uncaging of Bioactive Molecules in Live Cells
    Wang, Haoyan
    Li, Wei-Guang
    Zeng, Kaixing
    Wu, Yan-Jiao
    Zhang, Yixin
    Xu, Tian-Le
    Chen, Yiyun
    [J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2019, 58 (02) : 561 - 565
  • [6] Enhanced visible-light photocatalytic activity of perylene diimide (PDI) supramolecular nanorods with Pt QDs deposited in situ
    Liu, Di
    Chen, Liping
    Chen, Wenbin
    Qin, Mengtao
    Wei, Siqi
    [J]. DALTON TRANSACTIONS, 2021, 50 (11) : 4008 - 4016
  • [7] The Green Box: Selenoviologen-Based Tetracationic Cyclophane for Electrochromism, Host-Guest Interactions, and Visible-Light Photocatalysis
    Li, Yawen
    Li, Naiyao
    Li, Guoping
    Qiao, Yi
    Zhang, Mingming
    Zhang, Lei
    Guo, Qing-Hui
    He, Gang
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2023, 145 (16) : 9118 - 9128
  • [8] Visible-light photocatalysis in titania-based mesoporous thin films
    Soni, Saurabh S.
    Henderson, Mark J.
    Bardeau, Jean-Francois
    Gibaud, Alain
    [J]. ADVANCED MATERIALS, 2008, 20 (08) : 1493 - +
  • [9] Self-assembled perylene diimide based supramolecular heterojunction with Bi2WO6 for efficient visible-light-driven photocatalysis
    Zhang, Kai
    Wang, Jun
    Jiang, Wenjun
    Yao, Wenqing
    Yang, Haipeng
    Zhu, Yongfa
    [J]. APPLIED CATALYSIS B-ENVIRONMENTAL, 2018, 232 : 175 - 181
  • [10] π-π Interaction between self-assembled perylene diimide and 3D graphene for excellent visible-light photocatalytic activity
    Yang, Jun
    Miao, Hong
    Wei, Yunxia
    Li, Wenlu
    Zhu, Yongfa
    [J]. APPLIED CATALYSIS B-ENVIRONMENTAL, 2019, 240 : 225 - 233