Self-assembly of linear-shaped bi-dihydrazine derivative through intermolecular quadruple hydrogen bonding

被引：19
|
作者：
Qu, Songnan [1 ]
Li, Min [1 ]
机构：
[1] Jilin Univ, Minist Educ, Inst Mat Sci & Engn, Key Lab Automobile Mat, Changchun 130012, Peoples R China
来源：
TETRAHEDRON | 2008年 / 64卷 / 48期
基金：
美国国家科学基金会;
关键词：
Quadruple hydrogen bonds; Self-assembly; Supramolecules; Organogel;
D O I：
10.1016/j.tet.2008.09.013
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A linear-shaped bi-1,3,4-oxadiazole derivative, oxalyl acid N',N'-di(4-(2 -ethylhexyloxy)benzoyl)-hydrazide (FH-Z8) was designed and synthesized. Quadruple hydrogen bonds between bi-dihydrazide units and pi-pi interactions cooperatively participated in forming supramolecules in chloroform at higher concentrations of FH-Z8. The association constants (K) in chloroform were 2.2 x 10(3) and 1.8 x 10(3) M-1 based on NH1 and NH2 in FH-Z8, respectively. FH-Z8 could gel dichloroethane efficiently with the critical gelation concentration (CGC) of 0.14 wt%, while spontaneously crystallized from the gel during storage. (C) 2008 Elsevier Ltd. All rights reserved.
引用
收藏
页码：10890 / 10895
页数：6
相关论文
共 50 条
  • [11] Temperature-dependent FTIR study on self-assembly chiral liquid crystals through intermolecular hydrogen bonding
    Tian, YQ
    Xu, XH
    Zhao, YY
    Tang, XY
    Li, TJ
    Sun, JZ
    Li, CW
    Pan, A
    THIN SOLID FILMS, 1996, 284 : 603 - 605
  • [12] SELF-ASSEMBLY OF LIQUID-CRYSTALLINE COMPLEXES HAVING ANGULAR STRUCTURES THROUGH INTERMOLECULAR HYDROGEN-BONDING
    KATO, T
    ADACHI, H
    FUJISHIMA, A
    FRECHET, JMJ
    CHEMISTRY LETTERS, 1992, (02) : 265 - 268
  • [13] Hydrogen bonding self-assembly of functionalized [60]fullerene with a barbituric acid derivative
    Zhang, JP
    Wang, NX
    Yang, YX
    Yu, AG
    Wang, WW
    Sheng, RL
    FULLERENES NANOTUBES AND CARBON NANOSTRUCTURES, 2005, 13 (03) : 193 - 202
  • [14] Effect of Directional Hydrogen Bonding on the Self-Assembly of Anisotropically-Shaped Macroions
    Haso, Fadi
    Luo, Jiancheng
    Bassil, Bassem S.
    Artetxe, Benat
    Zhou, Jing
    Yin, Panchao
    Reinoso, Santiago
    Gutierrez-Zorrilla, Juan M.
    Kortz, Ulrich
    Liu, Tianbo
    CHEMISTRYSELECT, 2016, 1 (14): : 4345 - 4349
  • [15] Self-healing polyester elastomer with tuning toughness and elasticity through intermolecular quadruple hydrogen bonding
    Kang, Feifei
    Yang, Yan
    Wang, Wenpin
    Li, Zhibo
    EUROPEAN POLYMER JOURNAL, 2023, 184
  • [16] Intermolecular Halogen Bonding-Controlled Self-Assembly of Hydrogen Bonded Aromatic Amide Foldamers
    Xu, Yanyan
    Liu, Chuanzhi
    Wang, Hui
    Zhang, Danwei
    Li, Zhanting
    CHINESE JOURNAL OF ORGANIC CHEMISTRY, 2021, 41 (07) : 2848 - 2860
  • [17] MOLECULAR SELF-ASSEMBLY OF CROSS-LINKED LIQUID-CRYSTALLINE POLYMERIC COMPLEXES THROUGH INTERMOLECULAR HYDROGEN-BONDING
    KATO, T
    KIHARA, H
    KUMAR, U
    FUJISHIMA, A
    URYU, T
    FRECHET, JMJ
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 1993, 206 : 439 - POLY
  • [18] Theoretical investigation of monomers self-assembly through hydrogen-bonding and π-stacking
    Boraghi, Mahsasadat
    Wu, Judy I-Chia
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2018, 255
  • [19] Self-assembly through hydrogen bonding of cyclotriphosphazenes. Formation of cylindrical structures
    Inoue, K
    Itaya, T
    SUPRAMOLECULAR SCIENCE, 1998, 5 (1-2): : 163 - 166
  • [20] SELF-ASSEMBLY OF A TWIN LIQUID-CRYSTALLINE COMPLEX THROUGH INTERMOLECULAR HYDROGEN BONDINGS
    KATO, T
    FUJISHIMA, A
    FRECHET, JMJ
    CHEMISTRY LETTERS, 1990, (06) : 919 - 922
12345