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Conformationally pre-organized and pH-responsive flat dendrons: Synthesis and self-assembly at the liquid-solid interface

Tamer El Malah, Artur Ciesielski, Luc Piot,b Sergey I. Troyanov, Uwe Mueller, Steffen Weidner, Paolo Samorì, and Stefan Hecht, London (2011)

Efficient Cu-catalyzed 1,3-dipolar cycloaddition reactions have been used to prepare two series of three regioisomers of G-1 and G-2 poly(triazole-pyridine) dendrons. The G-1 and G-2 dendrons consist of a branched yet conformationally pre-organized 2,6-bis(phenyl/pyridyl-1,2,3-triazol-4-yl)pyridine (BPTP) monomeric and trimeric core, respectively, carrying one focal and either two or four peripheral alkyl side chains. In the solid state, the conformation and supramolecular organization was studied by means of a single crystal X-ray structure analysis of one derivative. At the liquid-solid interface, the self-assembly behavior was investigated by scanning tunneling microscopy (STM) on graphite surfaces. Based on the observed supramolecular organization it appears that the subtle balance between conformational preferences inherent in the dendritic backbone on the one side and the adsorption and packing of the alkyl side chains on the graphite substrate on the other side dictate the overall structure formation in 2D.

Partners : UdS

Place of Publication : London

Date of Publication : 2011/12/02

Additional Data : Nanoscale 2011, DOI: 10.1039/C1NR11434D

Link to the online version of the article.