Guanosine-based hydrogen-bonded scaffolds:: Controlling the assembly of oligothiophenes

被引:83
作者
Spada, Gian Piero [1 ]
Lena, Stefano [1 ]
Masiero, Stefano [1 ]
Pieraccini, Silvia [1 ]
Surin, Mathieu [2 ]
Samori, Paolo [2 ,3 ]
机构
[1] Univ Bologna, Dipartimento Chim Organ, Alma Mater Studiorum, I-40126 Bologna, Italy
[2] Univ Strasbourg, CNRS, ISIS, UMR 7006, F-67000 Strasbourg, France
[3] CNR, Ist Sintesi Organ & Fotoreattivita, I-40129 Bologna, Italy
关键词
D O I
10.1002/adma.200703177
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The scaffolding of a pi-conjugated oligomer, namely terthiophene, is achieved by taking advantage of the self-assembly of a guanosine derivative into highly directional H-bonded networks. Reversible interconversion allows switching between ribbons and quartet-based assemblies in solution. The self-assembly of 1 on surfaces lead to large lamellae of straight ribbons, ultimately forming ID conjugated arrays as prototypes of supramolecular nanowires.
引用
收藏
页码:2433 / +
页数:7
相关论文
共 53 条
[1]   Water-soluble, electroactive, and photoluminescent quaterthiophene-dinucleotide conjugates [J].
Alesi, Silvia ;
Brancolini, Giorgia ;
Melucci, Manuela ;
Capobianco, Massimo Luigi ;
Venturini, Alessandro ;
Camaioni, Nadia ;
Barbarellala, Giovanna .
CHEMISTRY-A EUROPEAN JOURNAL, 2008, 14 (02) :513-521
[2]  
ARAKI K, 2001, CHEM COMM, V1826
[3]   Functional G-quartet macroscopic membrane films [J].
Arnal-Herault, Carole ;
Pasc, Andreea ;
Michau, Mathieu ;
Cot, Didier ;
Petit, Eddy ;
Barboiu, Mihail .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2007, 46 (44) :8409-8413
[4]   Self-assembly of alkylsubstituted oligothiophenes [J].
Azumi, R ;
Götz, G ;
Bäuerle, P .
SYNTHETIC METALS, 1999, 101 (1-3) :569-572
[5]   The versatile thiophene: An overview of recent research on thiophene-based materials [J].
Barbarella, G ;
Melucci, M ;
Sotgiu, G .
ADVANCED MATERIALS, 2005, 17 (13) :1581-1593
[6]  
Bauerle P, 1998, ADV MATER, V10, P324, DOI 10.1002/(SICI)1521-4095(199803)10:4<324::AID-ADMA324>3.0.CO
[7]  
2-E
[8]   GROWTH OF CONJUGATED OLIGOMER THIN-FILMS STUDIED BY ATOMIC-FORCE MICROSCOPY [J].
BISCARINI, F ;
ZAMBONI, R ;
SAMORI, P ;
OSTOJA, P ;
TALIANI, C .
PHYSICAL REVIEW B, 1995, 52 (20) :14868-14877
[9]   The self-assembly of amphiphilic oligothiophenes:: Hydrogen bonding and poly(glutamate) complexation [J].
Brustolin, Fiorella ;
Surin, Mathieu ;
Lemaur, Vincent ;
Romanazzi, Giuseppe ;
Sun, Qianyao ;
Cornil, Jerome ;
Lazzaroni, Roberto ;
Sommerdijk, Nico A. J. M. ;
Leclere, Philippe ;
Meijer, E. W. .
BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 2007, 80 (09) :1703-1715
[10]   Preparation and nanoscale mechanical properties of self-assembled carboxylic acid functionalized pentathiophene on mica [J].
Chen, JY ;
Murphy, AR ;
Esteve, J ;
Ogletree, DF ;
Salmeron, M ;
Fréchet, JMJ .
LANGMUIR, 2004, 20 (18) :7703-7710