Two-Dimensional Supramolecular Self-Assembly of Stilbene Derivatives with Ester Groups: Molecular Symmetry and Alkoxy Substitution Effect

被引:25
作者
Liao, Ling-yan [1 ]
Zhang, Xue-mei [1 ]
Hu, Fang-yun [1 ]
Wang, Shuai [1 ]
Xu, Shan-Dong [2 ]
Zeng, Qing-dao [1 ]
Wang, Chen [1 ]
机构
[1] Natl Ctr Nanosci & Technol NCNST, CAS Key Lab Standardizat & Measurement Nanotechno, Beijing 100190, Peoples R China
[2] Beijing Forestry Univ, Coll Sci, Beijing 100083, Peoples R China
基金
中国国家自然科学基金;
关键词
SCANNING-TUNNELING-MICROSCOPY; SOLVENT-INDUCED POLYMORPHISM; ORIENTED PYROLYTIC-GRAPHITE; LIQUID-SOLID INTERFACE; ALKYL CHAIN; TRIMESIC ACID; STM; MONOLAYERS; NETWORKS; CONFORMATION;
D O I
10.1021/jp412793w
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
In this paper, four stilbene derivatives substituted with ester groups were synthesized and their two-dimensional (2D) self-assembled behaviors were investigated by scanning tunneling microscopy (STM) on the highly oriented pyrolytic graphite (HOPG) surface. The four target molecules are different in the symmetrical properties and the length of substituted alkoxy chains which extremely influence the self-assembly of these molecules on graphite surface. As a result, we obtained four kinds of nanostructures including chiral supramolecular networks and linear lamellae, as probed at a single molecule level.
引用
收藏
页码:7989 / 7995
页数:7
相关论文
共 39 条
[1]   Engineering atomic and molecular nanostructures at surfaces [J].
Barth, JV ;
Costantini, G ;
Kern, K .
NATURE, 2005, 437 (7059) :671-679
[2]   Molecular Design and Ordering Effects in π-Functional Materials for Transistor and Solar Cell Applications [J].
Beaujuge, Pierre M. ;
Frechet, Jean M. J. .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2011, 133 (50) :20009-20029
[3]   Surface noncovalent bonding for rational design of hierarchical molecular self-assemblies [J].
Bleger, David ;
Kreher, David ;
Mathevet, Fabrice ;
Attias, Andre-Jean ;
Schull, Guillaume ;
Huard, Axel ;
Douillard, Ludovic ;
Fiorini-Debuischert, Celine ;
Charra, Fabrice .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2007, 46 (39) :7404-7407
[4]  
Bléger D, 2013, NANOSCALE, V5, P1452, DOI [10.1039/c2nr33509c, 10.1039/C2NR33509C]
[5]   Structural selection of graphene supramolecular assembly oriented by molecular conformation and alkyl chain [J].
Chen, Qing ;
Chen, Ting ;
Pan, Ge-Bo ;
Yan, Hui-Juan ;
Song, We'Guo ;
Wan, Li-Jun ;
Li, Zhong-Tao ;
Wang, Zhao-Hui ;
Shang, Bo ;
Yuan, Lan-Feng ;
Yang, Jin-Long .
PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA, 2008, 105 (44) :16849-16854
[6]   Reversible photomechanical switching of individual engineered molecules at a metallic surface [J].
Comstock, Matthew J. ;
Levy, Niv ;
Kirakosian, Armen ;
Cho, Jongweon ;
Lauterwasser, Frank ;
Harvey, Jessica H. ;
Strubbe, David A. ;
Frechet, Jean M. J. ;
Trauner, Dirk ;
Louie, Steven G. ;
Crommie, Michael F. .
PHYSICAL REVIEW LETTERS, 2007, 99 (03)
[7]   Self-assembly at the liquid/solid interface: STM reveals [J].
De Feyter, S ;
De Schryver, FC .
JOURNAL OF PHYSICAL CHEMISTRY B, 2005, 109 (10) :4290-4302
[8]   Two-dimensional supramolecular self-assembly probed by scanning tunneling microscopy [J].
De Feyter, S ;
De Schryver, FC .
CHEMICAL SOCIETY REVIEWS, 2003, 32 (03) :139-150
[9]   Scanning tunneling microscopy:: A unique tool in the study of chirality, dynamics, and reactivity in physisorbed organic monolayers [J].
De Feyter, S ;
Gesquière, A ;
Abdel-Mottaleb, MM ;
Grim, PCM ;
De Schryver, FC ;
Meiners, C ;
Sieffert, M ;
Valiyaveettil, S ;
Müllen, K .
ACCOUNTS OF CHEMICAL RESEARCH, 2000, 33 (08) :520-531
[10]   Symmetry-breaking substitutions of [Re(CN)8]3- into the centered, face-capped octahedral clusters (CH3OH)24M9M′6(CN)48 (M = Mn, Co; M′ = Mo, W) [J].
Freedman, Danna E. ;
Bennett, Miriam V. ;
Long, Jeffrey R. .
DALTON TRANSACTIONS, 2006, (23) :2829-2834