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A Stable Hexaazaoctacene Cruciform σ‐Dimer
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.
A Stable Hexaazaoctacene Cruciform σ‐Dimer
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.
A Stable Hexaazaoctacene Cruciform σ‐Dimer
Maier, Steffen (author) / Jester, Fabian (author) / Hoffmann, Marvin T. (author) / Rominger, Frank (author) / Freudenberg, Jan (author) / Dreuw, Andreas (author) / Bunz, Uwe H. F. (author)
Advanced Science ; 9
2022-09-01
6 pages
Article (Journal)
Electronic Resource
English
acenes , azaoctacene , biacenyl , heteroacene , octacene , stabilization
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