Deconstruction as a Strategy for the Design of Libraries of Self‐Assembling Dendrons

Abstract

Der Abbau selbstorganisierender Dendrons stellt eine neue Designstrategie für Bibliotheken selbstorganisierender Dendrons mit neuartigen Primärstrukturen dar (siehe Bild). Das Design der molekularen Zielstrukturen besteht bei dieser Strategie in der systematischen Entfernung von Zweigen eines Vorläufer‐Dendrons. Diese Herangehensweise liefert eine Vielfalt molekularer Topologien, die in der Generationssynthese von Dendrons nicht auftreten.

Triblock Polyphiles through Click Chemistry: Self‐Assembled Thermotropic Cubic Phases Formed by Micellar and Monolayer Vesicular Aggregates

“…In this way the interfacial curvature is minimized and layers can still be formed, but there is an excess interfacial area for the mixed alkyl chains over the aromatics, which leads to layer curvature with formation of bicontinuous cubic phases or ribbonlike aggregates 39. If the single chain at one end is partly or completely removed and replaced by a single OH group (e.g., compounds D and E ), the bicontinuous cubic phases are retained 40, 41. However, if this chain is replaced by a much stronger polar group, as in the phosphonic acid G 43 and the sulfonium salt H ,44 then segregation of these strongly polar groups from the rodlike aromatic units and the aliphatic chains inhibits the antiparallel intercalation of these cores and leads to a preferred parallel side‐by‐side packing of the molecules with the polar groups at the apex assembled exclusively in the centers of the resulting aggregates.…”

Self-Assembly of Hybrid Dendrons into Doubly Segregated Supramolecular Polyhedral Columns and Vesicles

“…12 Establishing general principles that correlate the dendritic primary structure with the resulting supramolecular structure in the self-organized state is essential not only for the design of building blocks that provide new functions, but also for the understanding of similar organizations observed in biological structures. 13 Classes of dendritic structures were recently shown to selfassemble into bicontinuous cubic phases, 14 triple-network cubic phases, 15 supramolecular porous columns, 9 and hollow spheres 7c with a hollow center ranging from a few angstroms to a few nanometers. The formation of hollow supramolecular assemblies was correlated with the decrease of the solid angle of the dendron.…”

“…Classes of dendritic structures were recently shown to self-assemble into bicontinuous cubic phases, triple-network cubic phases, supramolecular porous columns, and hollow spheres with a hollow center ranging from a few angstroms to a few nanometers. The formation of hollow supramolecular assemblies was correlated with the decrease of the solid angle of the dendron. , On the other hand, the process of self-assembly of dendritic structures into a variety of bicontinuous cubic phases is not well understood.…”

Makromolekulare Chemie 2010

“…In ihrem neuen Ansatz verfolgen Percec et al die Strategie des gezielten Rückbaus voll ausgebildeter Dendronen und Dendrimere. Sie entfernten systematisch und sequenziell Äste der Moleküle und erreichten so Strukturbildungen, die auf klassischen Weg nicht zugänglich sind 35…”