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Anti‐cooperative Self‐Assembly with Maintained Emission Regulated by Conformational and Steric Effects

https://doi.org/10.1002/anie.202200390

Helmers, Ingo ; Hossain, Muhammad Saddam ; Bäumer, Nils ; Wesarg, Paul ; Soberats, Bartolome ; Shimizu, Linda S. ; Fernández, Gustavo ( April 2022 , Angewandte Chemie International Edition)

Full Text Available
Anti‐kooperative Selbstorganisation mit aufrechterhaltener Emission reguliert durch konformationelle und sterische Effekte

https://doi.org/10.1002/ange.202200390

Helmers, Ingo ; Hossain, Muhammad Saddam ; Bäumer, Nils ; Wesarg, Paul ; Soberats, Bartolome ; Shimizu, Linda S. ; Fernández, Gustavo ( April 2022 , Angewandte Chemie)

Full Text Available
Two‐Dimensional Supramolecular Polymerization of a Bis‐Urea Macrocycle into a Brick‐Like Hydrogen‐Bonded Network

https://doi.org/10.1002/ange.202312223

Rubert, Llorenç ; Islam, Md Faizul ; Greytak, Andrew B. ; Prakash, Rahul ; Smith, Mark D. ; Gomila, Rosa Maria ; Frontera, Antonio ; Shimizu, Linda S. ; Soberats, Bartolome ( October 2023 , Angewandte Chemie)

Abstract
We report on a dendronized bis‐urea macrocycle1self‐assembling via a cooperative mechanism into two‐dimensional (2D) nanosheets formed solely by alternated urea‐urea hydrogen bonding interactions. The pure macrocycle self‐assembles in bulk into one‐dimensional liquid‐crystalline columnar phases. In contrast, its self‐assembly mode drastically changes in CHCl₃or tetrachloroethane, leading to 2D hydrogen‐bonded networks. Theoretical calculations, complemented by previously reported crystalline structures, indicate that the 2D assembly is formed by a brick‐like hydrogen bonding pattern between bis‐urea macrocycles. This assembly is promoted by the swelling of the trisdodecyloxyphenyl groups upon solvation, which frustrates, due to steric effects, the formation of the thermodynamically more stable columnar macrocycle stacks. This work proposes a new design strategy to access 2D supramolecular polymers by means of a single non‐covalent interaction motif, which is of great interest for materials development.

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Two‐Dimensional Supramolecular Polymerization of a Bis‐Urea Macrocycle into a Brick‐Like Hydrogen‐Bonded Network

https://doi.org/10.1002/anie.202312223

Rubert, Llorenç ; Islam, Md Faizul ; Greytak, Andrew B. ; Prakash, Rahul ; Smith, Mark D. ; Gomila, Rosa Maria ; Frontera, Antonio ; Shimizu, Linda S. ; Soberats, Bartolome ( October 2023 , Angewandte Chemie International Edition)

Abstract
We report on a dendronized bis‐urea macrocycle1self‐assembling via a cooperative mechanism into two‐dimensional (2D) nanosheets formed solely by alternated urea‐urea hydrogen bonding interactions. The pure macrocycle self‐assembles in bulk into one‐dimensional liquid‐crystalline columnar phases. In contrast, its self‐assembly mode drastically changes in CHCl₃or tetrachloroethane, leading to 2D hydrogen‐bonded networks. Theoretical calculations, complemented by previously reported crystalline structures, indicate that the 2D assembly is formed by a brick‐like hydrogen bonding pattern between bis‐urea macrocycles. This assembly is promoted by the swelling of the trisdodecyloxyphenyl groups upon solvation, which frustrates, due to steric effects, the formation of the thermodynamically more stable columnar macrocycle stacks. This work proposes a new design strategy to access 2D supramolecular polymers by means of a single non‐covalent interaction motif, which is of great interest for materials development.

more » « less