title: Conformationally pre-organized and pH-responsive flat dendrons: synthesis and self-assembly at the liquid-solid interface.
abstract: 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 branched yet conformationally pre-organized 2,6-bis(phenyl/pyridyl-1,2,3-triazol-4-yl)pyridine (BPTP) monomeric and trimeric cores, respectively, carrying one focal and either two or four peripheral alkyl side chains. In the solid state, the conformation and supramolecular organization were 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.
authors.affiliation: Department of Chemistry, Humboldt-Universität zu Berlin, Brook-Taylor-Str. 2, 12489, Berlin, Germany.
authors.forename: Tamer
authors.initials: T
authors.lastname: El Malah
authors.forename: Artur
authors.initials: A
authors.lastname: Ciesielski
authors.forename: Luc
authors.initials: L
authors.lastname: Piot
authors.forename: Sergey I
authors.initials: SI
authors.lastname: Troyanov
authors.forename: Uwe
authors.initials: U
authors.lastname: Mueller
authors.forename: Steffen
authors.initials: S
authors.lastname: Weidner
authors.forename: Paolo
authors.initials: P
authors.lastname: Samorì
authors.forename: Stefan
authors.initials: S
authors.lastname: Hecht
mesh_terms: D003460:Crystallization / Q000379:methods*; D050091:Dendrimers / Q000138:chemical synthesis*; D006863:Hydrogen-Ion Concentration; D046911:Macromolecular Substances / Q000737:chemistry; D008422:Materials Testing; D008968:Molecular Conformation; D049329:Nanostructures / Q000737:chemistry* / Q000648:ultrastructure*; D010316:Particle Size; D011208:Powders; D012996:Solutions; D013499:Surface Properties
chemical_list: D050091:Dendrimers; D046911:Macromolecular Substances; D011208:Powders; D012996:Solutions