Meso-functional calix[4]pyrrole: a solution phase study of anion directed self-assembly

被引:14
|
作者
Garg, Bhaskar [1 ]
Bisht, Tanuja [1 ]
Chauhan, Shive Murat Singh [1 ]
机构
[1] Univ Delhi, Dept Chem, Bioorgan Res Lab, Delhi 110007, India
关键词
Meso-functional calix[4]pyrroles; Supramolecular chemistry; Anion directed self-assembly; Hydrogen bonds; Mass spectrometry; REVERSIBLE ENCAPSULATION; BINDING; CHEMISTRY; GUESTS;
D O I
10.1007/s10847-010-9849-6
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The 5,10,10,15,15,20,20-heptamethyl-5(4'-phenylcarboxylate) calix[4]pyrrole allocates dimer formation in solution. The pattern of dimeric self-assembly was recognized by a combination of H-1 NMR and mass spectrometry. The addition of F- perturbed this assembly pattern, owing to the selective formation of calixpyrrole-F- complex. Moreover, the spectroscopic findings revealed that calixpyrrole-F- complex further chelates to the pyrrolic core of other OMCP through carboxylate hook, serving as a secondary binding site.
引用
收藏
页码:249 / 255
页数:7
相关论文
共 50 条
  • [1] Meso-functional calix[4]pyrrole: a solution phase study of anion directed self-assembly
    Bhaskar Garg
    Tanuja Bisht
    Shive Murat Singh Chauhan
    Journal of Inclusion Phenomena and Macrocyclic Chemistry, 2011, 70 : 249 - 255
  • [2] Self-assembly of dimeric tetraurea calix[4]pyrrole capsules
    Ballester, Pablo
    Gil-Ramirez, Guzman
    PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA, 2009, 106 (26) : 10455 - 10459
  • [3] Self-Assembly of a Hexameric Aggregate of a Lipophilic Calix[4]pyrrole-Resorcinarene Hybrid in Solution: A Diffusion NMR Study
    Slovak, S.
    Evan-Salem, T.
    Cohen, Y.
    ORGANIC LETTERS, 2010, 12 (21) : 4864 - 4867
  • [4] Carbazole diester strapped calix[4]pyrrole: Synthesis, anion binding and self-assembly based on ion pair recognition
    Patra, Ashoke Kumar
    Halder, Dibakar
    Roy, Anik
    Kundu, Somenath
    Hossain, Maidul
    Saha, Rajat
    Saha, Indrajit
    JOURNAL OF MOLECULAR STRUCTURE, 2023, 1293
  • [5] Self-assembly of amphiphilic calix[4]arenes in aqueous solution
    Strobel, M
    Kita-Tokarczyk, K
    Taubert, A
    Vebert, C
    Heiney, PA
    Chami, M
    Meier, W
    ADVANCED FUNCTIONAL MATERIALS, 2006, 16 (02) : 252 - 259
  • [6] Functional modification, self-assembly and application of calix[4]resorcinarenes
    Jing-Long Liu
    Meng Sun
    Yan-Hui Shi
    Xin-Min Zhou
    Pei-Zhi Zhang
    Ai-Quan Jia
    Qian-Feng Zhang
    Journal of Inclusion Phenomena and Macrocyclic Chemistry, 2022, 102 : 201 - 233
  • [7] Functional modification, self-assembly and application of calix[4]resorcinarenes
    Liu, Jing-Long
    Sun, Meng
    Shi, Yan-Hui
    Zhou, Xin-Min
    Zhang, Pei-Zhi
    Jia, Ai-Quan
    Zhang, Qian-Feng
    JOURNAL OF INCLUSION PHENOMENA AND MACROCYCLIC CHEMISTRY, 2022, 102 (3-4) : 201 - 233
  • [8] Exclusive Self-Assembly of a Polar Dimeric Capsule between Tetraurea Calix[4]pyrrole and Tetraurea Calix[4]arene
    Chas, Marcos
    Gil-Ramirez, Guzman
    Ballester, Pablo
    ORGANIC LETTERS, 2011, 13 (13) : 3402 - 3405
  • [9] pH-Controlled Molecular Switches and the Substrate-Directed Self-Assembly of Molecular Capsules with a Calix[4]pyrrole Derivative
    Cafeo, Grazia
    Kohnke, Franz H.
    Valenti, Luca
    White, Andrew J. P.
    CHEMISTRY-A EUROPEAN JOURNAL, 2008, 14 (36) : 11593 - 11600
  • [10] A calix[4]pyrrole-based linear supramolecular polymer constructed by orthogonal self-assembly
    Budak, Aysegul
    Aydogan, Abdullah
    CHEMICAL COMMUNICATIONS, 2021, 57 (34) : 4186 - 4189