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Nucleoside-assisted self-assembly of oligo(p-phenylenevinylene)s at liquid/solid interface: chirality and nanostructures
- Source :
- Journal of the American Chemical Society, 133(44), 17764-17771. American Chemical Society, Journal of the American Chemical Society
- Publication Year :
- 2011
-
Abstract
- The formation of DNA nucleoside-assisted p-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 p-conjugated dimers.
- Subjects :
- inorganic chemicals
Models, Molecular
Nanostructure
Molecular model
Stereochemistry
Surface Properties
Supramolecular chemistry
02 engineering and technology
010402 general chemistry
01 natural sciences
Biochemistry
Catalysis
law.invention
Colloid and Surface Chemistry
law
Microscopy, Scanning Tunneling
Monolayer
Molecule
Particle Size
Molecular Structure
Chemistry
organic chemicals
technology, industry, and agriculture
Nucleosides
General Chemistry
021001 nanoscience & nanotechnology
0104 chemical sciences
Nanostructures
Crystallography
Polyvinyls
Self-assembly
Scanning tunneling microscope
0210 nano-technology
Chirality (chemistry)
Subjects
Details
- ISSN :
- 15205126 and 00027863
- Volume :
- 133
- Issue :
- 44
- Database :
- OpenAIRE
- Journal :
- Journal of the American Chemical Society
- Accession number :
- edsair.doi.dedup.....6a2385ebdacc028c873efce81a183a45