Palladium‐Catalyzed Cyclization of a Pyryne Precursor to Higher Pyrenylenes

Abstract: The palladium catalyzed cyclotrimerization of ortho‐silylaryl triflates as aryne precursors is meanwhile an established method to synthesize polycyclic aromatic hydrocarbons (PAHs) with triphenylene cores. During the palladium‐catalyzed reaction of a pyrene with an o‐silylaryl triflate moiety in the K‐region higher homologues with central eight‐ and ten‐membered rings (the pyrenylenes) were found, besides the expected trimer and a protocol was developed to isolate all members of this series. This unprecedented new class of PAHs was fully investigated by all means, including X‐ray diffraction of single‐crystals, UV/Vis and fluorescence spectroscopy and theoretical calculations. Supported by density‐functional theory (DFT) calculations, a mechanism of all higher cyclooligomers is proposed.

Angaben zum Objekt

• Standort: Deutsche Nationalbibliothek Frankfurt am Main
• Umfang: Online-Ressource
• Sprache: Englisch

Verweise und Beziehungen

• Erschienen in: Palladium‐Catalyzed Cyclization of a Pyryne Precursor to Higher Pyrenylenes ; day:29 ; month:03 ; year:2023 ; extent:11 ; Angewandte Chemie ; (29.03.2023) (gesamt 11)

Beteiligte, Orts- und Zeitangaben

• Urheber: Popp, Dennis ; Elbert, Sven ; Barwig, Chantal ; Petry, Julian ; Rominger, Frank ; Mastalerz, Michael

Weitere Informationen

• DOI: 10.1002/ange.202219277
• URN: urn:nbn:de:101:1-2023032915271648069124
• Rechteinformation: Open Access; Der Zugriff auf das Objekt ist unbeschränkt möglich.
• Letzte Aktualisierung: 14.08.2025, 10:47 MESZ