Narcissistic versus Social Self‐Sorting of Oligophenyleneethynylene Derivatives: From Isodesmic Self‐Assembly to Cooperative Co‐Assembly

Muñoz, Marı́a A.; Rest, Christina; Schellheimer, Jennifer; Stepanenko, Vladimir; Fernández, Gustavo

doi:10.1002/chem.201202367

Cited by 54 publications

(39 citation statements)

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“…can shift the equilibrium towards the formation of independent or mixed aggregates. In a recent example, an increase in concentration was demonstrated to induce the transformation of two coexisting micellar associates made up of two different molecules into ribbon-like aggregates formed upon co-assembly of both molecules [34]. Although this behavior could be considered routine for self-assembled systems in isolation, the ability to influence particular binding events in multicomponent mixtures is far from being a trivial subject.…”

Section: Discussionmentioning

confidence: 99%

“…Despite that the supramolecular properties of OPE derivatives are relatively well-understood, the ability of directing narcissistic or social self-sorting processes in these systems remains unexplored. Recently, we described the self-assembly of two structurally related OPE derivatives substituted with polar or nonpolar chains (Figure 6) and their narcissistic vs. social self-sorting behavior in aqueous media that can be tuned by concentration and solvent changes [34]. …”

Section: Self-sorting Processes In Extended Supramolecular Aggregamentioning

confidence: 99%

Section: Figurementioning

confidence: 99%

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Aqueous Self-Sorting in Extended Supramolecular Aggregates

Rest

Muñoz

Fernández

2013

IJMS

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Self-organization and self-sorting processes are responsible for the regulation and control of the vast majority of biological processes that eventually sustain life on our planet. Attempts to unveil the complexity of these systems have been devoted to the investigation of the binding processes between artificial molecules, complexes or aggregates within multicomponent mixtures, which has facilitated the emergence of the field of self-sorting in the last decade. Since, artificial systems involving discrete supramolecular structures, extended supramolecular aggregates or gel-phase materials in organic solvents or—to a lesser extent—in water have been investigated. In this review, we have collected diverse strategies employed in recent years to construct extended supramolecular aggregates in water upon self-sorting of small synthetic molecules. We have made particular emphasis on co-assembly processes in binary mixtures leading to supramolecular structures of remarkable complexity and the influence of different external variables such as solvent and concentration to direct recognition or discrimination processes between these species. The comprehension of such recognition phenomena will be crucial for the organization and evolution of complex matter.

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Section: Discussionmentioning

confidence: 99%

Section: Self-sorting Processes In Extended Supramolecular Aggregamentioning

confidence: 99%

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Aqueous Self-Sorting in Extended Supramolecular Aggregates

Rest

Muñoz

Fernández

2013

IJMS

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“…[8][9][10][11] Furthermore, other weak interactions such as dipoledipole, 12 C-HŊŊŊX (X = Cl, O) interactions 10,11 and the hydrophobic effect, 13,14 when combined with aromatic interactions (also known as π-π stacking), can play an important role in the additional stabilization of supramolecular polymeric assemblies.…”

Section: -7mentioning

confidence: 99%

“…Oligo(phenylene ethynylene)s (OPEs) are highly extended, π-conjugated organic molecules, and are well-known for their ability to cooperatively self-assemble into a wide variety of supramolecular structures, driven by non-covalent interactions. [9][10][11]13,14 It has been also shown that OPEs are able to selforganize into microcrystalline lamellae 20 or into micrometric-size associates 21 as well as to amplify chirality 22 or to invert supramolecular handedness. 23 Furthermore, a recent study confirmed that the interchain π-interactions in OPEs have strong impact on the photophysical properties of the self-assembled materials.…”

Section: -7mentioning

confidence: 99%

Influence of Metal, Ligand and Solvent on Supramolecular Polymerizations with Transition‐Metal Compounds: A Theoretical Study

Caturello

Csók

Fernández

et al. 2016

Chemistry A European J

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Abstract:The nature of intermolecular interactions governing supramolecular polymerizations is very important to control their cooperativity. In order to address this problem, supramolecular columns made of Pt(II) and Pd(II) complexes of oligo(phenylene ethynylene)-based pyridine (OPE) and tetrazolyl-pyridine ligands (TEP) were investigated through the dispersion-corrected PM6 method. Aromatic, CH-π, M-Cl and metallophilic interactions helped stabilize the supramolecules studied, and their geometries and associated cooperativities were in excellent agreement with experimental data. The OPE ligand and/or the presence of Pt(II) have led to stronger metallophilic interactions and also to cooperative supramolecular polymerizations, which clearly suggests that metallophilic interactions are a key factor to control cooperativity. The results indicate that sequential monomer addition is in general less spontaneous than the combination of two larger pre-formed stacks. The present theoretical investigations contribute to the further understanding of the relation between the thermodynamics of supramolecular polymerizations and the nature of different synthons.

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Features of Self‐Assembly

2016

Physical Aspects of Polymer Self‐Assembly

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Narcissistic versus Social Self‐Sorting of Oligophenyleneethynylene Derivatives: From Isodesmic Self‐Assembly to Cooperative Co‐Assembly

Cited by 54 publications

References 73 publications

Aqueous Self-Sorting in Extended Supramolecular Aggregates

Aqueous Self-Sorting in Extended Supramolecular Aggregates

Influence of Metal, Ligand and Solvent on Supramolecular Polymerizations with Transition‐Metal Compounds: A Theoretical Study

Features of Self‐Assembly

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