Temperature-Responsive Chiral (A)6B Supramolecular Cages Based on Conformational Preferences

被引:3
作者
Chen, Shi-Gui [1 ]
Zhao, Zhi-Xiong [1 ]
Jiang, Xiao-Nan [1 ]
Wang, Lu [1 ]
Zhou, Tian-You [1 ]
Lu, Cheng-Lu [1 ]
Zhao, Xin [1 ]
Jiang, Xi-Kui [1 ]
Ma, Yuguo [2 ]
Wang, Ren-Xiao [1 ]
Li, Zhan-Ting [1 ,3 ]
机构
[1] Chinese Acad Sci, Shanghai Inst Organ Chem, 345 Lingling Lu, Shanghai 200032, Peoples R China
[2] Peking Univ, Coll Chem, Key Lab Polymer Chem & Phys, Beijing Natl Lab Mol Sci,Minist Educ, Beijing 100871, Peoples R China
[3] Fudan Univ, Dept Chem, 220 Handan Rd, Shanghai 200433, Peoples R China
关键词
chiral transfer; conformational chirality; conformational preference; supramolecular cages; temperature-responsive; MOLECULAR RECOGNITION; POLYMER NETWORK; ASSEMBLIES; VESICLES; RELEASE; LIGHT; AMPHIPHILES; HYDROGEL;
D O I
10.1002/asia.201501090
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Two chiral (A)(6)B-typed supramolecular cages were constructed from hydrogen-bonded C-6-symmetric zinc porphyrin hexamers and chiral C-3-symmetric pyridyl hexadentates with a core of 1,3,5-triphenylbenzene. Circular dichroism and molecular simulations revealed that the symmetry of the supramolecular cages switched from pseudo-C-3v to C-3 with the rotational confinement of the biphenyl backbones at low temperatures, which generated conformationally chiral transfer and amplification. This unique phenomenon suggests a new strategy to develop smart materials with high sensitivity and excellent reversibility.
引用
收藏
页码:465 / 469
页数:5
相关论文
共 52 条
  • [1] Acetal-derivatized dextran:: An acid-responsive biodegradable material for therapeutic applications
    Bachelder, Eric M.
    Beaudette, Tristan T.
    Broaders, Kyle E.
    Dashe, Jesse
    Frechet, Jean M. J.
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2008, 130 (32) : 10494 - +
  • [2] Sterilizable Gels from Thermoresponsive Block Copolymer Worms
    Blanazs, Adam
    Verber, Robert
    Mykhaylyk, Oleksandr O.
    Ryan, Anthony J.
    Heath, Jason Z.
    Douglas, C. W. Ian
    Armes, Steven P.
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2012, 134 (23) : 9741 - 9748
  • [3] Redox Switchable Daisy Chain Rotaxanes Driven by Radical-Radical Interactions
    Bruns, Carson J.
    Frasconi, Marco
    Iehl, Julien
    Hartlieb, Karel J.
    Schneebeli, Severin T.
    Cheng, Chuyang
    Stupp, Samuel I.
    Stoddart, J. Fraser
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2014, 136 (12) : 4714 - 4723
  • [4] Cao W., 2013, Angew. Chem, V125, P6353, DOI DOI 10.1002/ange.201300662
  • [5] γ-Ray-Responsive Supramolecular Hydrogel Based on a Diselenide-Containing Polymer and a Peptide
    Cao, Wei
    Zhang, Xiaoli
    Miao, Xiaoming
    Yang, Zhimou
    Xu, Huaping
    [J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2013, 52 (24) : 6233 - 6237
  • [6] Structural basis for a pH-sensitive calcium leak across membranes
    Chang, Yanqi
    Bruni, Renato
    Kloss, Brian
    Assur, Zahra
    Kloppmann, Edda
    Rost, Burkhard
    Hendrickson, Wayne A.
    Liu, Qun
    [J]. SCIENCE, 2014, 344 (6188) : 1131 - 1135
  • [7] Highly Stable Chiral (A)6-B Supramolecular Copolymers: A Multivalency-Based Self-Assembly Process
    Chen, Shi-Gui
    Yu, Yue
    Zhao, Xin
    Ma, Yuguo
    Jiang, Xi-Kui
    Li, Zhan-Ting
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2011, 133 (29) : 11124 - 11127
  • [8] Chiral eighteen-component three-dimensional supramolecular entities stabilized by the hydrogen bonding and coordination interactions
    Chen, Shi-Gui
    Fu, Yong-Chun
    Wang, Gui-Tao
    Li, Guang-Yu
    Ma, Yuguo
    Jiang, Xi-Kui
    Li, Zhan-Ting
    [J]. TETRAHEDRON, 2010, 66 (23) : 4057 - 4062
  • [9] Assembly of Amphiphilic Baskets into Stimuli-Responsive Vesicles. Developing a Strategy for the Detection of Organophosphorus Chemical Nerve Agents
    Chen, Shigui
    Ruan, Yian
    Brown, Jason D.
    Gallucci, Judith
    Maslak, Veselin
    Hadad, Christopher M.
    Badjic, Jovica D.
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2013, 135 (40) : 14964 - 14967
  • [10] Time-Dependent Mechanochemical Response of SP-Cross-Linked PMMA
    Degen, Cassandra M.
    May, Preston A.
    Moore, Jeffrey S.
    White, Scott R.
    Sottos, Nancy R.
    [J]. MACROMOLECULES, 2013, 46 (22) : 8917 - 8921