Supramolecular control on reactivity and selectivity inside the confined space of H-bonded hexameric capsules

被引:9
|
作者
Iuliano, Veronica [1 ]
Della Sala, Paolo [1 ]
Talotta, Carmen [1 ]
De Rosa, Margherita [1 ]
Soriente, Annunziata [1 ]
Gaeta, Carmine [1 ]
Neri, Placido [1 ]
机构
[1] Univ Salerno, Dipartimento Chim & Biol A Zambelli, Lab Supramol Chem, Via Giovanni Paolo II 132, I-84084 Fisciano, Salerno, Italy
关键词
Supramolecular catalysis; Confined space; Selectivity; Self-assembly; RESORCINARENE-CAPSULE; IMINIUM CATALYSIS; ENCAPSULATION; SUBSTRATE; WATER; ACID;
D O I
10.1016/j.cocis.2023.101692
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
The confinement of substrates inside the cavity of selfassembled capsules makes it possible to effectively catalyze organic reactions in a way that is analogous to how enzymes work in biological systems. Due to steric constraints, solvent exclusion, intermediates stabilization, and conformational control of substrates, chemical reactions taking place in a confined space may exhibit unique processes. As a result, the fundamental rules of organic reactivity are frequently broken. The hexameric capsule CR, an intriguing supramolecular assembly formed by six resorcinarene 1 macrocycles and eight water molecules, is the subject of this review. This assembly has proven to be effective at catalyzing several chemical reactions by controlling reactivity and selectivity in its confined space.
引用
收藏
页数:9
相关论文
共 50 条
  • [1] Stability, dynamics, and selectivity in the assembly of hydrogen-bonded hexameric capsules
    Barrett, Elizabeth S.
    Dale, Trevor J.
    Rebek, Julius, Jr.
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2008, 130 (07) : 2344 - 2350
  • [2] Stability, dynamics, and selectivity in the assembly of hydrogen-bonded hexameric capsules
    Barrett, Elizabeth S.
    Dale, Trevor J.
    Rebek Jr., Julius
    Journal of the American Chemical Society, 2008, 130 (07): : 2344 - 2350
  • [3] Dynamics of H-bonded liquids confined to nanopores
    Gorbatschow, W
    Arndt, M
    Stannarius, R
    Kremer, F
    EUROPHYSICS LETTERS, 1996, 35 (09): : 719 - 724
  • [4] Control of reactivity and selectivity in isomerization and rearrangement reactions inside confined spaces
    Kanagaraj, Kuppusamy
    Rebek Jr, Julius
    Yu, Yang
    CHEMICAL COMMUNICATIONS, 2023, 59 (59) : 9056 - 9065
  • [5] A supramolecular synthon for H-bonded transition metal arrays
    Bernhardt, PV
    INORGANIC CHEMISTRY, 1999, 38 (15) : 3481 - 3483
  • [6] Buckling cluster-based H-bonded icosahedral capsules and their propagation to a robust zeolite-like supramolecular framework
    Zhao, Zhan-Hua
    Han, Bao-Liang
    Su, Hai-Feng
    Guo, Qi-Lin
    Wang, Wen-Xin
    Zhuo, Jing-Qiu
    Guo, Yong-Nan
    Liu, Jia-Long
    Luo, Geng-Geng
    Cui, Ping
    Sun, Di
    NATURE COMMUNICATIONS, 2024, 15 (01)
  • [7] Cooperative assembly of H-bonded rosettes inside a porphyrin nanoring
    Motloch, Petr
    Bols, Pernille S.
    Anderson, Harry L.
    Hunter, Christopher A.
    CHEMICAL SCIENCE, 2021, 12 (04) : 1427 - 1432
  • [8] The Resorcinarene Hexameric Capsule as a Supramolecular Photoacid to Trigger Olefin Hydroarylation in Confined Space
    Ferrino, Giuseppina
    De Rosa, Margherita
    Della Sala, Paolo
    Gaeta, Carmine
    Talotta, Carmen
    Soriente, Annunziata
    Cao, Zhen
    Maity, Bholanath
    Cavallo, Luigi
    Neri, Placido
    CHEMISTRY-A EUROPEAN JOURNAL, 2024, 30 (22)
  • [9] H-bonded porous supramolecular network of a CuII complex assisted by assembled 2D sheet of chair form hexameric water cluster
    Siddiqui, Kafeel Ahmad
    Mehrotra, Gopal K.
    Mrozinski, Jerzy
    Butcher, Raymond J.
    EUROPEAN JOURNAL OF INORGANIC CHEMISTRY, 2008, (26) : 4166 - 4172
  • [10] New H-bonded complexes and their supramolecular liquid-crystalline organizations
    Perez, Ana
    Gimeno, Nelida
    Vera, Francisco
    Ros, M. Blanca
    Serrano, Jose Luis
    De la Fuente, M. Rosario
    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2008, 2008 (05) : 826 - 833