title: Nucleoside-assisted self-assembly of oligo(p-phenylenevinylene)s at liquid/solid interface: chirality and nanostructures.
abstract: The formation of DNA nucleoside-assisted π-conjugated nanostructures was studied by means of scanning tunneling microscopy (STM) and force field simulations. Upon adsorption of the achiral oligo(p-phenylenevinylene) (OPV) derivative at the liquid/solid interface, racemic conglomerates with mirror related rosettes are formed. Addition of the DNA nucleosides D- and L-thymidine, which act as "chiral handles", has a major effect on the supramolecular structure and the expression of chirality of the achiral OPV molecules. The influence of these "chiral handles" on the expression of chirality is probed at two levels: monolayer symmetry and monolayer orientation with respect to the substrate. This was further explored by tuning the molar ratio of the building blocks. Molecular modeling simulations give an atomistic insight into the monolayer construction, as well as the energetics governing the assembly. Thymidine is able to direct the chirality and the pattern of OPV molecules on the surface, creating chiral lamellae of π-conjugated dimers.
authors: Division of Molecular Imaging and Photonics, Department of Chemistry, Katholieke Universiteit Leuven, Celestijnenlaan 200 F, B-3001 Leuven, Belgium.
authors: Zongxia
authors: Z
authors: Guo
authors: Inge
authors: I
authors: De Cat
authors: Bernard
authors: B
authors: Van Averbeke
authors: Jianbin
authors: J
authors: Lin
authors: Guojie
authors: G
authors: Wang
authors: Hong
authors: H
authors: Xu
authors: Roberto
authors: R
authors: Lazzaroni
authors: David
authors: D
authors: Beljonne
authors: E W
authors: EW
authors: Meijer
authors: Albertus P H J
authors: AP
authors: Schenning
authors: Steven
authors: S
authors: De Feyter
mesh_terms: D016252:Microscopy, Scanning Tunneling; D008958:Models, Molecular; D015394:Molecular Structure; D049329:Nanostructures / Q000737:chemistry*; D009705:Nucleosides / Q000737:chemistry*; D010316:Particle Size; D011145:Polyvinyls / Q000138:chemical synthesis* / Q000737:chemistry; D013499:Surface Properties
chemical_list: D009705:Nucleosides; D011145:Polyvinyls; C530822:oligo(p-phenylene vinylene)