Acenequinocumulenes: Lateral and Vertical π-Extended Analogues of Tetracyanoquinodimethane (TCNQ)

M. Gruber, K. Padberg, J. Min, A.R. Waterloo, F. Hampel, H. Maid, T. Ameri, C.J. Brabec, R.R. Tykwinski

Research output: Contribution to journalArticlepeer-review


We have designed a series of molecules and developed synthetic methodology that allows for the inclusion of structural diversity along both the lateral and vertical axes of the basic TCNQ skeleton. In the lateral direction, benzoannulation extends the π-system through (hetero)acene formation, whereas incorporation of a [3]cumulene increases delocalization vertically. The potential of these new molecules as semiconductors is explored through UV/Vis spectroscopy, cyclic voltammetry, X-ray crystallography, thin-film formation, and mobility measurements (using space charge limited current measurements). © 2017 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim
Original languageEnglish
Pages (from-to)17829-17835
Number of pages7
JournalChemistry - A European Journal
Issue number70
Publication statusPublished - 2017


  • Crystallography
  • Cyclic voltammetry
  • Molecules
  • Ultraviolet visible spectroscopy
  • Cumulenes
  • Donor-acceptor system
  • Organic materials
  • Pentacenes
  • Synthetic methodology
  • X ray crystallography


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