An Indacenopicene-based Buckybowl Catcher for Recognition of Fullerenes

Scholz B, Oshchepkov AS, Papaianina O, Ruppenstein C, Akhmetov VA, Sharapa DI, Amsharov KY, Perez-Ojeda ME (2023)

Publication Type: Journal article

Publication year: 2023

Journal

Chemistry - A European Journal Wiley

DOI: 10.1002/chem.202302778

Abstract

A novel buckybowl catcher with an extended π-surface has been synthesized via cross-coupling of two bowl shaped bromoindacenopicene moieties with a tolyl linker. The obtained catcher has been unambiguously characterized by 2D-NMR and mass spectrometry. DFT calculations indicate that the curved shape of the receptor moieties is favourable for binding fullerenes. Effective binding was confirmed for interactions with C60 and C70 utilizing NMR spectroscopy and isothermal titration calorimetry (ITC). The resulting binding values show a higher affinity of the catcher towards C70 over C60. The designed catcher demonstrated the fundamental possibility of creating sensors for spherical aromaticity.

Authors with CRIS profile

Barbara Scholz Sonderforschungsbereich 953/3 Synthetische Kohlenstoffallotrope Olena Papaianina Lehrstuhl für Organische Chemie II Maria Eugenia Perez-Ojeda Rodriguez Lehrstuhl für Organische Chemie II

Involved external institutions

Max-Planck-Institut für die Physik des Lichts (MPL) / Max Planck Institute for the Science of Light DE Germany (DE) Martin-Luther-Universität Halle-Wittenberg (MLU) DE Germany (DE) Karlsruhe Institute of Technology (KIT) DE Germany (DE)

How to cite

APA:

Scholz, B., Oshchepkov, A.S., Papaianina, O., Ruppenstein, C., Akhmetov, V.A., Sharapa, D.I.,... Perez-Ojeda, M.E. (2023). An Indacenopicene-based Buckybowl Catcher for Recognition of Fullerenes. Chemistry - A European Journal. https://dx.doi.org/10.1002/chem.202302778

MLA:

Scholz, Barbara, et al. "An Indacenopicene-based Buckybowl Catcher for Recognition of Fullerenes." Chemistry - A European Journal (2023).

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