Self-assembly of dendritic crowns into chiral supramolecular spheres

被引：0
|
作者：
Percec, Virgil [1 ]
Imam, Mohammad R. [1 ,2 ]
Peterca, Mihai [2 ]
Wilson, Daniela A. [1 ]
Heiney, Paul A. [2 ]
机构：
[1] Roy and Diana Vagelos Laboratories, Department of Chemistry, University of Pennsylvania, Philadelphia, PA 19104-6323, United States
[2] Department of Physics and Astronomy, University of Pennsylvania, Philadelphia, PA 19104-6396, United States
来源：
Journal of the American Chemical Society | 2009年 / 131卷 / 03期
关键词：
The synthesis and structural and retrostructural analysis of a library of dendronized cyclotriv- eratrylene containing seven nonchiral and seven chiral self-assembling dendrons is reported. These dendronized cyclotriveratrylenes exhibit a crown conformation that we named dendritic crown. Selected examples of dendritic crowns self-assemble into helical pyramidal columns that self-organize into columnar crystals or into 2-D columnar hexagonal lattices with intracolumnar order. A second group of dendritic crowns self-assembles into helical pyramidal columns and spherical supramolecular dendrimers that self- organize into cubic and tetragonal lattices. A third group of dendritic crowns self-assembles only in spherical supramolecular dendrimers. The helical pyramidal columns and spherical supramolecular dendrimers assembled from dendronized cyclotriveratrylene containing nonchiral dendrons are chiral but racemic while those generated from chiral dendrons exhibit amplified chirality. Structural analysis by a combination of X-ray diffraction methods and CD experiments demonstrated a new mechanism for the assembly of chiral supramolecular spheres that involves an intramolecular structure containing short fragments of helical pyramidal columns. © 2009 American Chemical Society;
D O I：
暂无
中图分类号：
学科分类号：
摘要：
Journal article (JA)
引用
收藏
页码：1294 / 1304
相关论文
共 50 条
  • [1] Self-Assembly of Dendritic Crowns into Chiral Supramolecular Spheres
    Percec, Virgil
    Imam, Mohammad R.
    Peterca, Mihai
    Wilson, Daniela A.
    Heiney, Paul A.
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2009, 131 (03) : 1294 - 1304
  • [2] Self-assembly of dendronized triphenylenes into helical pyramidal columns and chiral supramolecular spheres
    Imam, Mohammad R.
    Percec, Virgil
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2010, 240
  • [3] Chiral supramolecular self-assembly of rubrene
    Wang, Li
    Kong, Huihui
    Song, Xing
    Liu, Xiaoqing
    Wang, Hongming
    PHYSICAL CHEMISTRY CHEMICAL PHYSICS, 2010, 12 (44) : 14682 - 14685
  • [4] Supramolecular Chiral Self-Assembly of Peptides and Its Applications
    Lin, Daiwu
    Xing, Qiguo
    Wang, Yuefei
    Qi, Wei
    Su, Rongxin
    He, Zhimin
    PROGRESS IN CHEMISTRY, 2019, 31 (12) : 1623 - 1636
  • [5] Chiral supramolecular self-assembly in 2D
    Schneider, Wolf-Dieter
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2014, 247
  • [6] Self-assembly of supramolecular chiral insulated molecular wire
    Li, C
    Numata, M
    Bae, AH
    Sakurai, K
    Shinkai, S
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2005, 127 (13) : 4548 - 4549
  • [7] Self-assembly of supramolecular chiral insulated molecular wire
    1600, American Chemical Society, Columbus, United States (127):
  • [8] Supramolecular helical columns from the self-assembly of chiral rods
    Ryu, Ja-Hyoung
    Tang, Lijun
    Lee, Eunji
    Kim, Ho-Joong
    Lee, Myongsoo
    CHEMISTRY-A EUROPEAN JOURNAL, 2008, 14 (03) : 871 - 881
  • [9] Solvophobically driven self-assembly of chiral supramolecular dendrimers.
    Percec, V
    Dulcey, AE
    Miura, Y
    Edlund, U
    Balagurusamy, VSK
    Hudson, SD
    Duan, H
    Heiney, PA
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2002, 224 : U455 - U455
  • [10] SUPRAMOLECULAR SELF-ASSEMBLY
    FUJITA, M
    JOURNAL OF SYNTHETIC ORGANIC CHEMISTRY JAPAN, 1995, 53 (05) : 432 - 441
12345