A novel CoF3-mediated fluorination approach toward crystalline perthiolated coronenes

Mörsel S, Hampel F, Hirsch A (2025)

Publication Type: Journal article

Publication year: 2025

Journal

Tetrahedron Letters

Book Volume: 169

Article Number: 155728

DOI: 10.1016/j.tetlet.2025.155728

Abstract

We describe the cobalt-mediated solid-state fluorination of coronene. The transition-metal-mediated fluorination facilitates perfluorination and dearomatization only at the edges of the molecule, leaving the aromatic core intact. The resulting edge-perfluorinated coronene serves as a precursor for the microwave-assisted synthesis of dodecakis-(phenylthio)coronene. Single crystal X-ray structure analysis of dodecakis-(phenylthio)coronene reveals a columnar alignment, facilitated only by short CH[sbnd]π interactions and CH[sbnd]S hydrogen bonding.

Authors with CRIS profile

Sven Mörsel Sonderforschungsbereich 953/3 Synthetische Kohlenstoffallotrope Frank Hampel Lehrstuhl für Organische Chemie I Andreas Hirsch Lehrstuhl für Organische Chemie II

How to cite

APA:

Mörsel, S., Hampel, F., & Hirsch, A. (2025). A novel CoF3-mediated fluorination approach toward crystalline perthiolated coronenes. Tetrahedron Letters, 169. https://doi.org/10.1016/j.tetlet.2025.155728

MLA:

Mörsel, Sven, Frank Hampel, and Andreas Hirsch. "A novel CoF3-mediated fluorination approach toward crystalline perthiolated coronenes." Tetrahedron Letters 169 (2025).

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