Molecular organization of cylindrical sexithiophene aggregates measured by X-ray scattering and magnetic alignment.

We have determined the internal organization of elongated sexithiophene aggregates in solution by combining small-angle X-ray scattering and magnetic birefringence experiments. The different aggregate axes can be probed independently by performing the experiments on magnetically aligned aggregates. We have found multiwalled cylindrical aggregates consisting of radially oriented sexithiophene molecules with pi-pi-stacking in the tangential direction, a structure that is considerably different from those previously found in other solvents.

The role of heterogeneous nucleation in the self-assembly of oligothiophenes.

The cooperative self-assembly of oligothiophenes can be characterized by heterogeneous nucleation caused by trace amounts of impurities leading to a manifold of supramolecular arrangements.

Chiral amphiphilic self-assembled alpha,alpha'-linked quinque-, sexi-, and septithiophenes: synthesis, stability and odd-even effects.

The synthesis, characterization, and self-assembly in butanol of a series of well-defined alpha,alpha'-linked quinqui-, sexi-, and septithiophenes substituted, via ester links at their termini, by chiral oligo(ethylene oxide) chains carrying an alpha, beta, delta, and epsilon methyl, respectively, are reported. Studies of the self-assembly of these molecules using UV/visible absorption, luminescence, and circular dichroism spectroscopies reveal, for the sexithiophene case, that the magnitude of the observed Cotton effect in the aggregates diminishes progressively as the chiral substituent is moved away from the thiophene segment. The stability of the assemblies increases with the length of the oligothiophene and as the substituent chiral unit is moved away from the aromatic core, being greatest for the unsubstituted case.

Molecule-molecule versus molecule-substrate interactions in the assembly of oligothiophenes at surfaces.

In this paper we present a joint experimental and theoretical approach for the study of the assembly of end-substituted oligothiophenes at surfaces with different polarities (i.e., mica vs graphite).

Magnetic deformation of self-assembled sexithiophene spherical nanocapsules.

We report the experimental observation of magnetic field deformation of spherical nanocapsules, self-assembled from sexithiophene molecules, into oblate spheroids, confirming a long-standing theoretical prediction. The magnetically deformed objects can be trapped in a compatible organogel to make them suitable for further investigations and applications. Our results show that strong magnetic forces can be effectively used, in a contact-free manner, as a tool to control the self-organization of a whole class of functional organic molecules.

Phenylacetylene macrocycles with two opposing bipyridine donor sites: syntheses, X-ray structure determinations, and Ru complexation.

Reaction of the known macrocycle 1a, which contains two bipyridine units in opposing sides, with two equivalents of [Ru(bipy)2Cl2] furnishes the doubly exocyclically complexed macrocycle 8a in 55% yield. Synthesis of the shape-persistent macrocycle 1c by Hagihara-Sonogashira cross-coupling chemistry of suitably functionalized building blocks is reported. This macrocycle was also converted into a Ru complex (8c).