Efficient Synthesis of Heteroradialenes by SN′ Reaction

Authors

  • Prof. Dr. Rolf Gleiter,

    Corresponding author
    1. Organisch-chemisches Institut der Universität, Im Neuenheimer Feld 270, D-69120 Heidelberg (FRG), Telefax: Int. code +(6221) 564205
    • Organisch-chemisches Institut der Universität, Im Neuenheimer Feld 270, D-69120 Heidelberg (FRG), Telefax: Int. code +(6221) 564205
    Search for more papers by this author
  • Dipl.-Chem. Harald Röckel,

    1. Organisch-chemisches Institut der Universität, Im Neuenheimer Feld 270, D-69120 Heidelberg (FRG), Telefax: Int. code +(6221) 564205
    Search for more papers by this author
  • Prof. Dr. Hermann Irngartinger,

    1. Organisch-chemisches Institut der Universität, Im Neuenheimer Feld 270, D-69120 Heidelberg (FRG), Telefax: Int. code +(6221) 564205
    Search for more papers by this author
  • Dr. Thomas Oeser

    1. Organisch-chemisches Institut der Universität, Im Neuenheimer Feld 270, D-69120 Heidelberg (FRG), Telefax: Int. code +(6221) 564205
    Search for more papers by this author

  • This work was supported by the Deutsche Forschungsgemeinschaft, the Fonds der Chemischen Industrie, and the BASF AG, Ludwigshafen.

  • Dedicated to Professor M argot Becke-Goehring on the occasion of her 80th birthday

Abstract

original image

Permethylated heteroradialenes are excellent candidates for donor components in donor–acceptor complexes because of their electronic properties. The thiaradialenes 1 and 2 and the expanded thiaradialene 3 were synthesized in an astonishingly easy way. Results of photoelectron spectroscopy and cyclic voltammetry show that compounds 1 and 2 are indeed electron-rich π systems.

Ancillary