Synthesis of triphenylene-based triptycenes via Suzuki-Miyaura cross-coupling and subsequent Scholl reaction

A two-step method (Suzuki-Miyaura cross-coupling, followed by Scholl oxidation) to triphenylene-based triptycenes is described, rendering a variety of π-extended triptycenes accessible in high yields and without the necessity of column chromatography purification. The versatility of this reaction ha...

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Hauptverfasser: Reinhard, Dennis (VerfasserIn) , Rominger, Frank (VerfasserIn) , Mastalerz, Michael (VerfasserIn)
Dokumenttyp: Article (Journal)
Sprache:Englisch
Veröffentlicht: August 20, 2015
In: The journal of organic chemistry
Year: 2015, Jahrgang: 80, Heft: 18, Pages: 9342-9348
ISSN:1520-6904
DOI:10.1021/acs.joc.5b01520
Online-Zugang:Verlag, lizenzpflichtig, Volltext: https://doi.org/10.1021/acs.joc.5b01520
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Verfasserangaben:Dennis Reinhard, Frank Rominger, and Michael Mastalerz (Organisch-Chemisches Institut, Ruprecht-Karls-Universität Heidelberg)
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Zusammenfassung:A two-step method (Suzuki-Miyaura cross-coupling, followed by Scholl oxidation) to triphenylene-based triptycenes is described, rendering a variety of π-extended triptycenes accessible in high yields and without the necessity of column chromatography purification. The versatility of this reaction has been demonstrated in the synthesis of a supertriptycene in only four steps and high yields.
Beschreibung:Gesehen am 17.06.2020
Beschreibung:Online Resource
ISSN:1520-6904
DOI:10.1021/acs.joc.5b01520