journal article·2022-09Open access

A Stable Hexaazaoctacene Cruciform σ‐Dimer

Steffen Maier, Fabian Jester, Marvin T. Hoffmann, Frank Rominger, Jan Freudenberg, Andreas Dreuw, Uwe H. F. Bunz

Advanced Science· Volume 9· Issue 27

Abstract

Abstract Buchwald‐Hartwig coupling of a triisopropylsilyl (TIPS)‐ethynylated dibromo‐N,N'‐dihydrotetraazapentacene with 1,4‐bis(TIPS‐ethynyl)‐2,3‐diaminonaphthalene furnishes a dihydrohexaazaoctacene. Its oxidation with MnO2 results in a 7,7'‐bi(hexaazaoctacenyl). In addition to eight TIPS‐ethynyl groups, the bioctacene motif protects the azaoctacene subunits. The biazaoctacenyl displays a τ1/2 of > 5 d in dilute solution under ambient conditions. In the crystalline state it is persistent for > 10 months.
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Research context

OpenAlex topics: Synthesis and Properties of Aromatic Compounds · Supramolecular Chemistry and Complexes · Luminescence and Fluorescent Materials

SciVX discovery tags are terminology-based. OpenAlex topics are source-provided classifications.

Affiliations

Organisch‐Chemisches Institut Ruprecht‐Karls‐Universität Heidelberg Im Neuenheimer Feld 270 69120 Heidelberg Germany

Interdisziplinäres Zentrum für Wissenschaftliches Rechnen Universität Heidelberg Im Neuenheimer Feld 205A 69120 Heidelberg Germany

Physikalisch‐Chemisches Institut Universität Heidelberg Im Neuenheimer Feld 253 69120 Heidelberg Germany

Centre for Advanced Materials (CAM) Ruprecht‐Karls‐Universität Heidelberg Im Neuenheimer Feld 225 69120 Heidelberg Germany

Funding

Deutsche Forschungsgemeinschaft

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