Multi-state molecular shuttling of a pair of [2]rotaxane in response to weak and strong acid and base stimuli

被引：8
|
作者：
Tokunaga, Yuji [1 ]
Kawamoto, Hajime [1 ]
Ohsaki, Hiroshi [1 ]
Kimura, Masaki [1 ]
Miyagawa, Shinobu [1 ]
Deguchi, Yasuaki [1 ]
Kawasaki, Tsuneomi [1 ]
机构：
[1] Univ Fukui, Fac Engn, Dept Mat Sci & Engn, Bunkyo Ku, Fukui 9108507, Japan
来源：
TETRAHEDRON LETTERS | 2015年 / 56卷 / 13期
关键词：
Rotaxane; Crown ether; Acid and base-responsive; Molecular shuttle; ROTAXANE; SWITCHES;
D O I：
10.1016/j.tetlet.2015.02.035
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
This Letter describes the base- and acid-mediated four-state (partially five-state) translational isomerization of a mixture of two [2]rotaxanes, each containing N-alkylamine and N-arylamine centers as binding sites for threaded crown ethers. Gradual changes in the molecular shuttling of each [2]rotaxane were achieved in response to both the amount and strength of the added acid or base. (C) 2015 Elsevier Ltd. All rights reserved.
引用
收藏
页码：1667 / 1670
页数：4
相关论文
共 36 条
  • [1] Five-state molecular switching of a [3] rotaxane in response to weak and strong acid and base stimuli
    Tokunaga, Yuji
    Ikezaki, Syuji
    Kimura, Masaki
    Hisada, Kenji
    Kawasaki, Tsuneomi
    CHEMICAL COMMUNICATIONS, 2013, 49 (100) : 11749 - 11751
  • [2] Five-State Molecular Shuttling of a Pair of [2]Rotaxanes: Distinct Outputs in Response to Acid and Base Stimuli
    Ueda, Masahiro
    Terazawa, Shoya
    Deguchi, Yasuaki
    Kimura, Masaki
    Matsubara, Naoki
    Miyagawa, Shinobu
    Kawasaki, Tsuneomi
    Tokunaga, Yuji
    CHEMISTRY-AN ASIAN JOURNAL, 2016, 11 (16) : 2291 - 2300
  • [3] Four-State Molecular Shuttling of [2]Rotaxanes in Response to Acid/Base and Alkali-Metal Cation Stimuli
    Kimura, Masaki
    Mizuno, Takuma
    Ueda, Masahiro
    Miyagawa, Shinobu
    Kawasaki, Tsuneomi
    Tokunaga, Yuji
    CHEMISTRY-AN ASIAN JOURNAL, 2017, 12 (12) : 1381 - 1390
  • [4] Shuttling dynamics in an acid-base-switchable [2]rotaxane
    Garaudée, S
    Silvi, S
    Venturi, M
    Credi, A
    Flood, AH
    Stoddart, JF
    CHEMPHYSCHEM, 2005, 6 (10) : 2145 - 2152
  • [5] Altering intercomponent interactions in a photochromic multi-state [2]rotaxane
    Zhang, Hui
    Kou, Xin-Xin
    Zhang, Qiong
    Qu, Da-Hui
    Tian, He
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2011, 9 (11) : 4051 - 4056
  • [6] A bis-spiropyran-containing multi-state [2]rotaxane with fluorescence output
    Zhou, Wei
    Zhang, Hui
    Li, Hong
    Zhang, Yu
    Wang, Qiao-Chun
    Qu, Da-Hui
    TETRAHEDRON, 2013, 69 (26) : 5319 - 5325
  • [7] A multi-state empirical valence bond model for weak acid dissociation in aqueous solution
    Cuma, M
    Schmitt, UW
    Voth, GA
    JOURNAL OF PHYSICAL CHEMISTRY A, 2001, 105 (12): : 2814 - 2823
  • [8] A multi-state empirical valence bond model for acid-base chemistry in aqueous solution
    Cuma, M
    Schmitt, UW
    Voth, GA
    CHEMICAL PHYSICS, 2000, 258 (2-3) : 187 - 199
  • [9] Three-state molecular shuttles operated using acid/base stimuli with distinct outputs
    Tokunaga, Yuji
    Kawabata, Masanori
    Matsubara, Naoki
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2011, 9 (13) : 4948 - 4953
  • [10] Acid-base responsive molecular switching of a [2]rotaxane incorporating two different stations in an axle component
    Yamane, Risa
    Asai, Yuki
    Takiguchi, Nanami
    Okamoto, Ayuna
    Kawano, Shintaro
    Tokunaga, Yuji
    Shizuma, Motohiro
    Muraoka, Masahiro
    RSC ADVANCES, 2024, 14 (28) : 19780 - 19786
1234