Work

Xanthene[n]arenes: Exceptionally Large, Bowl-shaped Macrocyclic Building Blocks Suitable for Self-Assembly

Year: 2021

Type: preprint

Abstract: A new class of macrocycles denoted as “xanthene[n]arenes” was synthesized. In contrast to most other macrocycles, they feature a rigid bowl-shape, required for the synthesis of cavitands and for the self-assembly to molecular capsules via non-covalent interactions. The derivatization potential of the novel macrocycles was demonstrated on the xanthene[3]arene scaffold. Beside a deep cavitand, a modified macrocycle was synthesized that self-assembles into a hydrogen-bonded tetrameric capsule. Both supramolecular systems display host-guest binding properties, demonstrating the potential of xanthene[n]arenes as a new set of macrocyclic building blocks.

Source: ChemRxiv

DOI: 10.26434/chemrxiv.14292074

Authors: Jonathan Pfeuffer-Rooschüz, Alessandro Prescimone, Konrad Tiefenbacher

Institutions: University of Basel, ETH Zurich

Language: English

Topic: Supramolecular Chemistry and Complexes

Subfield: Organic Chemistry

Field: Chemistry

Domain: Physical Sciences

Open Access status: green

Funders: National Science Foundation, Schweizerischer Nationalfonds zur Förderung der Wissenschaftlichen Forschung

Award: Tackling Current Limitations of the Supramolecular Resorcinarene Capsule Catalyst: Compatibility with Water, Size, and Anionic Reactions