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
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
  • [41] Self-assembly of active attractive spheres
    Prymidis, Vasileios
    Sielcken, Harmen
    Filion, Laura
    SOFT MATTER, 2015, 11 (21) : 4158 - 4166
  • [42] Supramolecular Chiral Assembly of Dendritic Amphiphiles in Aqueous Media
    Yan, Jiatao
    Ren, Liangxuan
    Lu, Xueting
    Li, Wen
    Zhang, Afang
    CHEMISTRY-A EUROPEAN JOURNAL, 2025, 31 (04)
  • [43] Self-Assembly of Dendritic Dipeptides as a Model of Chiral Selection in Primitive Biological Systems
    Rosen, Brad M.
    Roche, Cecile
    Percec, Virgil
    BIOCHIRALITY: ORIGINS, EVOLUTION AND MOLECULAR RECOGNITION, 2013, 333 : 213 - 253
  • [44] Hierarchical Self-Assembly of Achiral Amino Acid Derivatives into Dendritic Chiral Nanotwists
    Cao, Hai
    Yuan, Quanzi
    Zhu, Xuefeng
    Zhao, Ya-Pu
    Liu, Minghua
    LANGMUIR, 2012, 28 (43) : 15410 - 15417
  • [45] Fullerene self-assembly and supramolecular nanostructures
    Zhang, Er-Yun
    Wang, Chun-Ru
    CURRENT OPINION IN COLLOID & INTERFACE SCIENCE, 2009, 14 (02) : 148 - 156
  • [46] Self-assembly of supramolecular pentagonal prisms
    Song, Bo
    Wang, Heng
    Wang, Ming
    Li, Xiaopeng
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2019, 257
  • [47] Self-assembly and supramolecular organization of EMILIN
    Mongiat, M
    Mungiguerra, G
    Bot, S
    Mucignat, MT
    Giacomello, E
    Doliana, R
    Colombatti, A
    JOURNAL OF BIOLOGICAL CHEMISTRY, 2000, 275 (33) : 25471 - 25480
  • [48] Nucleobase Self-Assembly in Supramolecular Adhesives
    Cheng, Shijing
    Zhang, Mingqiang
    Dixit, Ninad
    Moore, Robert B.
    Long, Timothy E.
    MACROMOLECULES, 2012, 45 (02) : 805 - 812
  • [49] Supramolecular self-assembly of nanotubes.
    Wang, C
    Lu, N
    Cao, CS
    Lu, R
    Li, TJ
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2000, 219 : U422 - U422
  • [50] Supramolecular enzyme mimics by self-assembly
    Dong, Zeyuan
    Wang, Yongguo
    Yin, Yanzhen
    Liu, Junqiu
    CURRENT OPINION IN COLLOID & INTERFACE SCIENCE, 2011, 16 (06) : 451 - 458