Amphiphilic Organic Cages: Self-Assembly into Nanotubes and Enhanced Anion-π Interactions

被引:3
|
作者
Li, Zi-Ying [1 ]
Li, Chuanlong [2 ]
Li, Pan [2 ]
Zuo, Yong [2 ]
Liu, Xiaoning [2 ]
Xu, Shijun [1 ]
Zou, Lingyi [2 ]
Zhuang, Qixin [1 ]
Gao, Shan [3 ]
Liu, Xiaoyun [1 ]
Zhang, Shaodong [2 ]
机构
[1] East China Univ Sci & Technol, Minist Educ, Key Lab Specially Funct Polymer Mat & Related Tec, 130 Meilong Rd, Shanghai 200237, Peoples R China
[2] Shanghai Jiao Tong Univ, Sch Chem & Chem Engn, Frontiers Sci Ctr Transformat Mol, Shanghai Key Lab Elect Insulat & Thermal Aging, 800 Dongchuan Rd, Shanghai 200240, Peoples R China
[3] Shanghai Jiao Tong Univ, Neurol Dept, Affiliated People Hosp 6, South Campus, Shanghai 200240, Peoples R China
来源
CHEMPLUSCHEM | 2020年 / 85卷 / 05期
基金
中国国家自然科学基金; 上海市自然科学基金;
关键词
amphiphiles; anion-pi interactions; organic cages; nanotubes; self-assembly; NANOPARTICLES; VESICLES; DENDRIMERSOMES; BINDING;
D O I
10.1002/cplu.202000143
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
An amphiphilic organic cage was synthesized and used as self-assembly synthon for the fabrication of novel functional supramolecular structures in solution. The transmission electron microscopy (TEM) results showed that this amphiphilic cage self-assembled in aqueous solution into unilamellar nanotubes with a diameter of 29 +/- 4 nm at a concentration of 0.05 mg mL(-1). Interestingly, the self-assembly of this cage significantly enhanced the anion-pi interactions as indicated by a remarkable increasement of association constant (K-a) between Cl- and this amphiphilic cage after self-assembly. In specific, K-a was increased from 223 M-1 for discrete cages in methanol to 6800 M-1 for aggregated cages after self-assembly in water at the same concentration of 2.26x10(-5) M. A mechanism based on a synergistic effect was proposed in order to explain this self-assembly process through enhanced anion-pi interactions.
引用
收藏
页码:906 / 909
页数:4
相关论文
共 50 条
  • [1] Self-Assembly and Disassembly of Vesicles as Controlled by Anion-π Interactions
    He, Qing
    Ao, Yu-Fei
    Huang, Zhi-Tang
    Wang, De-Xian
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2015, 54 (40) : 11785 - 11790
  • [2] Toward Anion-π Interactions Directed Self-Assembly with Predesigned Dual Macrocyclic Receptors and Dianions
    Tuo, De-Hui
    Liu, Wei
    Wang, Xue-Yuan
    Wang, Xu-Dong
    Ao, Yu-Fei
    Wang, Qi-Qiang
    Li, Zhi-Yan
    Wang, De-Xian
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2019, 141 (02) : 1118 - 1125
  • [3] Anion-π and π-π cooperative interactions regulating the self-assembly of nitrate-triazine-triazine complexes
    Zaccheddu, Maurizio
    Filippi, Claudia
    Buda, Francesco
    JOURNAL OF PHYSICAL CHEMISTRY A, 2008, 112 (07): : 1627 - 1632
  • [4] Noncovalent self-assembly of carbon nanotubes for construction of "cages"
    Sano, M
    Kamino, A
    Okamura, J
    Shinkai, S
    NANO LETTERS, 2002, 2 (05) : 531 - 533
  • [5] Self-assembly in discrete organic nanotubes
    Shimizu, Toshimi
    SEN-I GAKKAISHI, 2006, 62 (04) : P114 - P118
  • [6] Self-Assembly of Discrete Organic Nanotubes
    Shimizu, Toshimi
    BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 2018, 91 (04) : 623 - 668
  • [7] Anion-π interactions as controlling elements in self-assembly reactions of Ag(I) complexes with π-acidic aromatic rings
    Schottel, BL
    Chifotides, HT
    Shatruk, M
    Chouai, A
    Perez, LM
    Bacsa, J
    Dunbar, KR
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2006, 128 (17) : 5895 - 5912
  • [8] INOR 457-The influence of anion-π interactions involving polyatomic anions on the self-assembly of coordination compounds
    Dunbar, Kim R.
    Schottel, Brandi L.
    Giles, Ian D.
    Chifotides, Helen T.
    Perez, Lisa M.
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2007, 234
  • [9] Self-assembly of amphiphilic organic dyes and photochemical properties
    Matsuda, Kenji
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2013, 246
  • [10] Anion-π-interaction-directed self-assembly of Ag(I) coordination networks
    Zhou, Xiao-Ping
    Zhang, Xuanjun
    Lin, Shi-Hong
    Li, Dan
    CRYSTAL GROWTH & DESIGN, 2007, 7 (03) : 485 - 487