Open Research Data from the Bunz Group at the Institute of Organic Chemistry of Heidelberg University.
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1 to 10 of 22 Results
Mar 4, 2024
Ehjeij, Daniel; Rominger, Frank; Bunz, Uwe; Freudenberg, Jan; Müllen, Klaus, 2024, "Thermolysis of Biphenylene toward Cyclo-ortho-phenylenes [data]", https://doi.org/10.11588/data/AYVNYK, heiDATA, V1
The solvent and catalyst free thermolysis of biphenylenes at 350 °C furnishes [n]cyclo-ortho-phenylenes ([n]COPs, n=4–10) in one step and in high yields. At 400 °C biphenylene dimerizes into tetraphenylene, but lower reaction temperatures produce cyclooligomers. If suitably subst...
Aug 3, 2022
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...
Feb 6, 2023
Zhu Wu; Nikolai Hippchen; Jie Han; Lei Ji; Alexandra Friedrich; Ivo Krummenacher; Holger Braunschweig; Johannes Krebs; Michael Moos; Philipp Biegger; Olena Tverskoy; Steffen Maier; Christoph Lambert; Andreas Dreuw; Todd B. Marder; Jan Freudenberg; Uwe H. F. Bunz, 2023, "The Radical Anion and Dianion of Benzo[3,4]cyclobuta[1,2-b]phenazine [NMR data]", https://doi.org/10.11588/data/JCO0E4, heiDATA, V1
The data set includes the NMR data for the puplication: "The Radical Anion and Dianion of Benzo[3,4]cyclobuta[1,2-b]phenazine". We present the reduction of two azaarenes, featuring a single cyclobutadiene unit, to their radical anions and dianions. The reduced species were prepar...
Feb 6, 2023
Maier, Steffen, 2023, "Substituted Cyclopentannulated Tetraazapentacenes [data]", https://doi.org/10.11588/data/AUTKBW, heiDATA, V1
Brominated pentannulated dihydrotetraazapentacenes were prepared by gold- or palladium-catalyzed 5-endo-dig cyclization of TIPS-ethynylated dihydrotetraazaacenes (TIPS = triisopropylsilyl). Post-functionalization was demonstrated by Sonogashira alkynylation and Rosenmund-von Brau...
Feb 1, 2024
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
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...
Apr 4, 2023
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...
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...
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 11, 2022
Wiesner, Thomas, 2022, "Neuartige Azaacene – Synthese und Anwendung in organischen Feldeffekttransistoren [Data]", https://doi.org/10.11588/data/AYZTZF, heiDATA, V1
Die vorliegende Dissertation befasst sich mit der Synthese und Charakterisierung neuartiger Azaacene und Aza-acenoacene aus Acridonen. Dabei steht der Einfluss der Regioisomerie auf die Kristallpackung und die potentielle Anwendung als Halbleitermaterial in organischen Feldeffekt...
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