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Jan 25, 2024
Ludwig, Philipp; Rominger, Frank; Freudenberg, Jan; Bunz, Uwe H. F., 2024, "Stabilization of Acenes: “Geländer”-Pentacenes [data]", https://doi.org/10.11588/data/NITIKZ, heiDATA, V1
We report soluble tetrakis-biphenyl substituted pentacenes comprised of sp2 carbons and synthesized from pentacene-5,7,12,14-tetraone. Intramolecular Yamamoto coupling of two tetrakis(chlorobiphenylyl)pentacenes yields helical, doubly wrapped pentacenes, in which the quaterphenyl...
Jan 22, 2024
Zeitter, Nico; Hippchen, Nikolai; Baur, Philipp; Unterreiner, Tamara; Freudenberg, Jan; Rominger, Frank; Bunz, Uwe, 2024, "Pentacene to Octacene: The Limit of Fourfold TIPS-Ethynylation [data]", https://doi.org/10.11588/data/DDJFGS, heiDATA, V1
Soluble acenes beyond hexacene are rare. Their sensitivity complicates isolation, purification and application in devices. To increase the stability of acenes, functionalization with trialkylsilylethynyl substituents prevents [4+4] dimerization and oxidation. At the same time suc...
Aug 8, 2023
Zeitter, Nico; Hippchen, Nikolai; Weidlich, Anna; Jäger, Patrick; Ludwig, Philipp; Dr. Rominger, Frank; Dr. Freudenberg, Jan; Prof. Dr. Dreuw, Andreas; Prof. Dr. Bunz, Uwe H. F, 2023, "Hexakis-TIPS-Alkynylated Nonacenes: Persistent and Processible [data]", https://doi.org/10.11588/data/TFFFN4, heiDATA, V1
We prepared and characterized (UV-vis, epr, X-ray) four substituted nonacenes. They are the most stable and soluble nonacenes to date – due to six strategically placed triisopropylsilyl (TIPS)-ethynyl groups. They are stable for several weeks in the solid state. In dilute solutio...
Jun 30, 2022
Maier, Steffen, 2022, "A Stable Hexaazaoctacene Cruciform σ-Dimer [Data]", https://doi.org/10.11588/data/FABJEI, heiDATA, V1
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 TIP...
May 2, 2022
Zeitter, Nico; Hippchen, Nikolai; Maier, Steffen; Rominger, Frank; Freudenberg, Jan; Bunz, Uwe H. F.; Dreuw, A, 2022, "Persistent Ambipolar Heptacenes and Their Redox Species [Data]", https://doi.org/10.11588/data/CVD7WF, heiDATA, V1
Research Data associated with the related publication. Sixfold TIPS-ethynylation combined with fourfold bromination of the armchair edges furnishes a long-lived, soluble heptacene; π-extension via Stille coupling accesses a persistent tetrabenzononacene. Both types of acenes were...
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