Modulating the Differentiation of Kinetically Controlled Supramolecular Polymerizations through the Alkyl Bridge Length

Abstract: The synthesis and self‐assembling features of N‐annulated perylenebisimides (N‐PBIs) 2–4 are reported and compared with the complex self‐assembly of N‐PBI 1. The studies presented herein demonstrate that increasing the length of the alkyl spacer separating the central aromatic core of the dye and the peripheral side chains cancels the differentiation on the corresponding supramolecular polymerization. Thus, only 2 is able to form two different supramolecular polymorphs. The formation of kinetically trapped monomeric species is observed for all the N‐PBIs 2–4. These metastable species, constituted by intramolecularly H‐bonded pseudocycles of 7, 8, 9, or 10 members for compounds 1, 2, 3, and 4, respectively, provoke kinetically controlled supramolecular polymerizations that can be accelerated by the addition of seeds. The results presented herein shed light on the intricate process of differentiation in self‐assembly.

Location
Deutsche Nationalbibliothek Frankfurt am Main
Extent
Online-Ressource
Language
Englisch

Bibliographic citation
Modulating the Differentiation of Kinetically Controlled Supramolecular Polymerizations through the Alkyl Bridge Length ; day:20 ; month:02 ; year:2023 ; extent:8
Angewandte Chemie ; (20.02.2023) (gesamt 8)

Creator
Naranjo, Cristina
Adalid, Sergio
Gómez, Rafael
Sánchez, Luis

DOI
10.1002/ange.202218572
URN
urn:nbn:de:101:1-2023022114085415625901
Rights
Open Access; Der Zugriff auf das Objekt ist unbeschränkt möglich.
Last update
14.08.2025, 11:03 AM CEST

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Associated

  • Naranjo, Cristina
  • Adalid, Sergio
  • Gómez, Rafael
  • Sánchez, Luis

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