Literature DB >> 29964330

Stabilization by Benzannulation: Butterfly Azaacenes.

Matthias Müller1, Hilmar Reiss1, Olena Tverskoy1, Frank Rominger1, Jan Freudenberg1,2, Uwe H F Bunz1,3.   

Abstract

Soluble butterfly-shaped tetraazapentacenes and tetraazaheptacenes were prepared by condensation or Stille coupling with a stannafluorene. The stability of the benzo-winged tetraazaheptacene is dramatically increased through the fourfold benzannulation, yet its acene character is retained to a significant extent.
© 2018 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  X-ray diffraction; benzannulation; condensation; heptacenes; heteroacenes

Year:  2018        PMID: 29964330     DOI: 10.1002/chem.201803118

Source DB:  PubMed          Journal:  Chemistry        ISSN: 0947-6539            Impact factor:   5.236


  6 in total

1.  Potential Building Blocks for 1,4-Dihydro-N-heteroacenes.

Authors:  M John Plater; William T A Harrison
Journal:  ChemistryOpen       Date:  2022-06       Impact factor: 2.630

2.  Tetrabenzononacene: "Butterfly Wings" Stabilize the Core.

Authors:  Matthias Müller; Steffen Maier; Olena Tverskoy; Frank Rominger; Jan Freudenberg; Uwe H F Bunz
Journal:  Angew Chem Int Ed Engl       Date:  2019-12-17       Impact factor: 15.336

3.  Benzo[de]isoquinoline-1,3-dione condensed asymmetric azaacenes as strong acceptors.

Authors:  Pengxin Zhou; Lanlan Deng; Zengtao Han; Xiaolong Zhao; Zhe Zhang; Shuhui Huo
Journal:  RSC Adv       Date:  2022-05-04       Impact factor: 4.036

4.  Persistent Ambipolar Heptacenes and Their Redox Species.

Authors:  Nico Zeitter; Nikolai Hippchen; Steffen Maier; Frank Rominger; Andreas Dreuw; Jan Freudenberg; Uwe H F Bunz
Journal:  Angew Chem Int Ed Engl       Date:  2022-05-05       Impact factor: 16.823

5.  A Stable Hexaazaoctacene Cruciform σ-Dimer.

Authors:  Steffen Maier; Fabian Jester; Marvin T Hoffmann; Frank Rominger; Jan Freudenberg; Andreas Dreuw; Uwe H F Bunz
Journal:  Adv Sci (Weinh)       Date:  2022-07-27       Impact factor: 17.521

6.  Quinoidal Azaacenes: 99 % Diradical Character.

Authors:  Sebastian N Intorp; Manuel Hodecker; Matthias Müller; Olena Tverskoy; Marco Rosenkranz; Evgenia Dmitrieva; Alexey A Popov; Frank Rominger; Jan Freudenberg; Andreas Dreuw; Uwe H F Bunz
Journal:  Angew Chem Int Ed Engl       Date:  2020-04-28       Impact factor: 15.336

  6 in total

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