Emerging optically active tetraphenylenes: Advances and challenges in synthesis and applications in asymmetric catalysis and chiral functional materials

被引:5
|
作者
Ma, Hao-Ran [1 ,2 ]
Peng, Xiao-Shui [2 ]
Cui, Jian-Fang [1 ]
Wong, Henry Nai Ching [1 ,2 ,3 ,4 ]
机构
[1] Southern Univ Sci & Technol, Dept Chem, 1088 Xueyuan Blvd, Shenzhen 518055, Peoples R China
[2] Chinese Univ Hong Kong Shenzhen, Sch Sci & Engn, 2001 Longxiang Blvd, Shenzhen 518172, Peoples R China
[3] Chinese Acad Sci, Shanghai Inst Organ Chem, Shanghai Hong Kong Joint Lab Chem Synth, 345 Lingling Rd, Shanghai 200032, Peoples R China
[4] Chinese Univ Hong Kong, Dept Chem, Shatin, Hong Kong, Peoples R China
关键词
Tetraphenylene; Cyclooctatetraene; Chiral resolution; Asymmetric catalysis; Chiral materials; INTRAMOLECULAR CYCLOADDITIONS; BUILDING-BLOCKS; RECOGNITION; DERIVATIVES; RESOLUTION; COLUMNAR; BARRIER; FLIP;
D O I
10.1016/j.tetlet.2023.154429
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Due to the configurational stabilities and unique properties of tetraphenylenes, extensive investigations in their uses in supramolecular chemistry, asymmetric catalysis, liquid crystalline materials, helical scaf-folds, molecular devices, organic light-emitting diodes, covalent-organic frameworks, and others, have been investigated. More recently, the emerging applications of chiral tetraphenylene-based ligands/cat-alysts in asymmetric catalysis and in p-conjugated molecules as chiral materials have renewed the inter-est of synthetic chemists to explore novel applications of tetraphenylenes. In this perspective, we summarize and examine the synthetic advances and challenges of the emerging optically active tetraphenylenes, as well as focus on introducing their fascinating applications in asymmetric catalysis and chiral functional materials.@ 2023 Elsevier Ltd. All rights reserved.
引用
收藏
页数:9
相关论文
共 50 条
  • [31] Recent advances in asymmetric synthesis of chiral benzoheterocycles via Earth-abundant metal catalysis
    Cai, Jinhui
    Zhang, Wenting
    Muhammad, Usman
    Li, Weishuang
    Xie, Yanjun
    ORGANIC CHEMISTRY FRONTIERS, 2024, 11 (22): : 6534 - 6557
  • [32] Synthesis of an optically active minor-groove polybinaphthyl and its application in asymmetric catalysis.
    Lin, ZM
    Hu, QS
    Pu, L
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 1998, 215 : U355 - U355
  • [33] Chiral fluorous phosphorus ligands based on the binaphthyl skeleton: synthesis and applications in asymmetric catalysis
    Bayardon, J
    Cavazzini, M
    Maillard, D
    Pozzi, G
    Quici, S
    Sinou, D
    TETRAHEDRON-ASYMMETRY, 2003, 14 (15) : 2215 - 2224
  • [34] Efficient Enantioselective Synthesis of Optically Active Diols by Asymmetric Hydrogenation with Modular Chiral Metal Catalysts
    Kadyrov, Renat
    Koenigs, Rene M.
    Brinkmann, Claus
    Voigtlaender, David
    Rueping, Magnus
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2009, 48 (41) : 7556 - 7559
  • [35] Synthesis of optically-active benzylic amines; asymmetric reduction of ketoxime ethers with chiral oxazaborolidines
    Fontaine, E
    Namane, C
    Meneyrol, J
    Geslin, M
    Serva, L
    Roussey, E
    Tissandié, S
    Maftouh, M
    Roger, P
    TETRAHEDRON-ASYMMETRY, 2001, 12 (15) : 2185 - 2189
  • [36] Asymmetric synthesis of optically active phthalides using the lithiated chiral N-monosubstituted benzamides
    Matsui, S
    Uejima, A
    Suzuki, Y
    NIPPON KAGAKU KAISHI, 1996, (02) : 154 - 159
  • [37] CHIRAL LEAVING GROUP - SYNTHESIS OF OPTICALLY-ACTIVE BENZIMIDAZOLE AND ITS APPLICATION TO ASYMMETRIC ACYLATION
    OGATA, M
    YOSHIMURA, T
    FUJII, H
    ITO, Y
    KATSUKI, T
    SYNLETT, 1993, (10) : 728 - 730
  • [38] Chiral phosphane alkenes (PALs):: Simple synthesis, applications in catalysis, and functional hemilability
    Piras, Elisabetta
    Lang, Florian
    Ruegger, Heinz
    Stein, Daniel
    Worle, Michael
    Grutzmacher, Hansjorg
    CHEMISTRY-A EUROPEAN JOURNAL, 2006, 12 (22) : 5849 - 5858
  • [39] Chiral Ionic Liquids Derived from (-)-Ephedrine and Carbohydrates: Synthesis, Properties and Applications to Asymmetric Synthesis and Catalysis
    Truong, Thi-Kim-Thu
    Olivier Nguyen Van Buu
    Aupoix, Audrey
    Pegot, Bruce
    Vo-Thanh, Giang
    CURRENT ORGANIC SYNTHESIS, 2012, 9 (01) : 53 - 64
  • [40] SYNTHESIS OF OPTICALLY-ACTIVE FLUORINATED MATERIALS BY USE OF IMMOBILIZED ENZYMES FOR ASYMMETRIC HYDROLYSIS
    KITAZUME, T
    OKAMURA, N
    IKEYA, T
    YAMAZAKI, T
    JOURNAL OF FLUORINE CHEMISTRY, 1988, 39 (01) : 107 - 115