A practical synthesis of functionalized alkyl-oligothiophenes for molecular self-assembly

被引：11
|
作者：
Michalitsch, R [1 ]
ElKassmi, A [1 ]
Yassar, A [1 ]
Garnier, F [1 ]
机构：
[1] CNRS, Mat Mol Lab, F-94320 Thiais, France
来源：
JOURNAL OF HETEROCYCLIC CHEMISTRY | 2001年 / 38卷 / 03期
关键词：
D O I：
10.1002/jhet.5570380317
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A synthesis for oligothiophenes that carry an alkyl sidechain with a terminal thiol group is presented. The procedure consists of three basic steps and uses well-known and simple synthetic chemistry. Nevertheless, this strategy for preparing functionalized oligothiophenes provides overall yields that are as high as 25-30% and represents a convenient route towards this interesting class of materials.
引用
收藏
页码：649 / 653
页数：5
相关论文
共 50 条
  • [1] β-functionalized oligothiophenes for molecular self-assembly
    Michalitsch, R
    Nogues, C
    Najari, A
    El Kassmi, A
    Yassar, A
    Lang, P
    Garnier, F
    [J]. SYNTHETIC METALS, 1999, 101 (1-3) : 5 - 6
  • [2] Synthesis and self-assembly of dendrimer functionalized molecular wires
    Wang, Hong
    Shi, Zi-Fa
    Wang, Le-Ha
    Xu, Zhu-Guo
    Cao, Xiao-Ping
    Zhang, Hao-Li
    Guo, Yun
    [J]. COLLOIDS AND SURFACES A-PHYSICOCHEMICAL AND ENGINEERING ASPECTS, 2008, 313 : 316 - 319
  • [3] Self-assembly of alkylsubstituted oligothiophenes
    Azumi, R
    Götz, G
    Bäuerle, P
    [J]. SYNTHETIC METALS, 1999, 101 (1-3) : 569 - 572
  • [4] The role of heterogeneous nucleation in the self-assembly of oligothiophenes
    Wolffs, Martin
    Korevaar, Peter A.
    Jonkheijm, Pascal
    Henze, Oliver
    Feast, W. James
    Schenning, Albertus P. H. J.
    Meijer, E. W.
    [J]. CHEMICAL COMMUNICATIONS, 2008, (38) : 4613 - 4615
  • [5] The Longest β-Unsubstituted Oligothiophenes and Their Self-Assembly in Solution
    Kreyes, Andreas
    Amirkhani, Masoud
    Lieberwirth, Ingo
    Mauer, Ralf
    Laquai, Frederic
    Landfester, Katharina
    Ziener, Ulrich
    [J]. CHEMISTRY OF MATERIALS, 2010, 22 (23) : 6453 - 6458
  • [6] 2D Self-Assembly of Fused Oligothiophenes: Molecular Control of Morphology
    Fu, Chaoying
    Rosei, Federico
    Perepichka, Dmitrii F.
    [J]. ACS NANO, 2012, 6 (09) : 7973 - 7980
  • [7] Molecular Self-Assembly of Functionalized Fullerenes on a Metal Surface
    Diaconescu, Bogdan
    Yang, Teng
    Berber, Savas
    Jazdzyk, Mikael
    Miller, Glen P.
    Tomanek, David
    Pohl, Karsten
    [J]. PHYSICAL REVIEW LETTERS, 2009, 102 (05)
  • [8] Self-Assembly of Alkyl-Substituted Oligothiophenes on MoS2: A Joint Experimental/Theoretical Study
    Afsharimani, Nasima
    Minoia, Andrea
    Volcke, Cedric
    Surin, Mathieu
    Lazzaroni, Roberto
    Balandier, Jean-Yves
    Niebel, Claude
    Geerts, Yves H.
    Nysten, Bernard
    [J]. JOURNAL OF PHYSICAL CHEMISTRY C, 2013, 117 (42): : 21743 - 21751
  • [9] Self-assembly of functionalized fullerenes
    Hong, H
    Davidov, D
    Kallinger, C
    Lemmer, U
    Feldmann, J
    Harth, E
    Gügel, A
    Müllen, K
    [J]. SYNTHETIC METALS, 1999, 102 (1-3) : 1487 - 1487
  • [10] Self-assembly of functionalized hexaphenylbenzenes
    Wunderlich, Katrin
    Klapper, Markus
    Vlassopoulos, Dimitris
    Fytas, George
    Muellen, Klaus
    [J]. ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2016, 252
12345