1 to 10 of 14 Results
Jun 5, 2024 - Bunz Group
Elter, Maximilian; Ahrens, Lukas; Luo, Stella M.; Rominger, Frank; Freudenberg, Jan; Cao, Dennis D.; Bunz, Uwe H. F., 2024, "Cata-Annulated Azaacene Bisimides [data]", https://doi.org/10.11588/data/EVMJNN, heiDATA, V1
Ultra-electron-deficient azaacenes were synthesized via Buchwald-Hartwig coupling of ortho-diaminoarenes with chlorinated mellophanic diimide followed by oxidation of the intermediate N,N’-dihydro compounds with MnO2 or PbO2. The resulting cata-annulated bisimide azaacenes have u... |
May 27, 2024 - Bunz Group
Ahrens, Lukas; Tverskoy, Olena; Weigold, Svenja; Ganschow, Michael; Rominger, Frank; Freudenberg, Jan; Bunz, Uwe H. F., 2024, "(Aza)Pentacenes Clipped into a Ring: Stabilization of Large (Aza)Acenes [data]", https://doi.org/10.11588/data/5VN0H0, heiDATA, V1
A doubly alkylene bridged 6,13-diphenylpentacene and analogously bridged azapentacenes were prepared; they are persistent. The doubly bridged azapentacenes display superior photochemical, oxidative and thermal stabilities compared to azapentacenes protected by bis(TIPS-ethynyl)-s... |
Feb 1, 2024 - Bunz Group
Zong, Wansheng; Hippchen, Nikolai; Nico, Zeitter; Maier, Steffen; Philipp, Ludwig; Rominger, Frank; Freudenberg, Jan; Bunz, Uwe H. F., 2024, "Stable Azaheptacenes", https://doi.org/10.11588/data/P9AVCU, heiDATA, V1
we have developed a novel access to stable azaheptacenes and investigated both their (air-stable) radical anions as well as dianions. The two azaheptacenes are significantly more stable than reported examples. We identified their structure through NMR, IR, MS and X-ray crystallog... |
Jan 25, 2024 - Bunz Group
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 - Bunz Group
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... |
Jan 8, 2024 - Bunz Group
Zong, Wansheng; Hippchen, Nikolai; Dittmar, Benedikt; Elter, Maximilian; Ludwig, Philipp; Rominger, Frank; Freudenberg, Jan; Bunz, Uwe H. F., 2024, "Halogenated Phenazinothiadiazoles: Electron Transporting Materials [data]", https://doi.org/10.11588/data/PKX5CI, heiDATA, V1, UNF:6:M6UVaar224tmBy3Sj1o9jg== [fileUNF]
Triisopropylsilyl-(TIPS)-alkynylated phenazinothiadiazoles were prepared by the condensation of halogenated ortho-quinones and TIPS-alkynylated 5,6-diamino-2,1,3-benzothiadiazole with different combinations of halogen substituents. The compounds pack in brickwall motif of head-to... |
Nov 3, 2023 - Bunz Group
Ludwig, Philipp; Mayer, Jacob; Ahrens, Lukas; Rominger, Frank; Ligorio, Giovanni; Hermerschmidt, Felix; List-Kratochvil, Emil J.W.; Freudenberg, Jan; Bunz, Uwe H.F., 2023, "Doubly Bridged Anthracenes: Blue Emitters for OLEDs [data]", https://doi.org/10.11588/data/1MXYDJ, heiDATA, V1
The photooxidative stability of a series of doubly bridged anthracenes was evaluated after their preparation via twofold macrocyclization of a bis(resorcinyl)anthracene. Lightfastness correlates with the energy levels of the highest occupied molecular orbital (HOMO), resulting in... |
May 8, 2023 - Bunz Group
Ahrens, Lukas; Rominger, Frank; Freudenberg, Jan; Bunz, Uwe H. F., 2023, "Etheno-bridged Azaacene Spiro Dimers [data]", https://doi.org/10.11588/data/L8NDRO, heiDATA, V1
We present the synthesis of two sets of spiro-connected azaacene dimers. Their geometry and electronic coupling are critically determined by a secondary linker, i.e. an etheno- and an ethano-bridge.The core fragment of the etheno-bridged dimer corresponds to a conformationally lo... |
Apr 4, 2023 - Bunz Group
Hippchen, Nikolai; Heinzel, Elena; Zhang, Cathy K.; Jäger, Patrick; Elter, Maximilian; Ludwig, Philipp; Rominger, Frank; Freudenberg, Jan; Cao, Dennis D.; Bunz, Uwe H. F., 2023, "Second Generation of Cata-Annulated Azaacene Bisimides: Towards Electron Accepting Materials [research data]", https://doi.org/10.11588/data/U9IRYY, heiDATA, V1
Herein we provide the reserach data for the puplication: "Second Generation of Cata-Annulated Azaacene Bisimides: Towards Electron Accepting Materials". Where we present the second generation of cata-annulated azaacene bisimides with increased electron affinities compared to thei... |
Aug 3, 2022 - Bunz Group
Wiesner, Thomas; Wu, Zhu; Han, Jie; Ji, Lei; Friedrich, Alexandra; Krummenacher, Ivo; Moos, Michael; Lambert, Christoph; Braunschweig, Holger; Rudin, Benjamin; Reiss, Hilmar; Tverskoy, Olena; Rominger, Frank; Dreuw, Andreas; Marder, Todd; Freudenberg, Jan; Bunz, Uwe, 2022, "The Radical Anion, Dianion and Electron Transport Properties of Tetraiodo-Tetraazapentacene [Data]", https://doi.org/10.11588/data/S0KS2I, heiDATA, V1
Tetraiodotetraazapentacene I4TAP , the last missing derivative in the series of halogenated silylated tetraazapentacenes, was synthesized via condensation chemistry from a TIPS-ethynylated diaminobenzothiadiazol in three steps. Single and double reduction furnished its air-stable... |