Acetylenic Tetrathiafulvalene Scaffolds - Intramolecular Charge-Transfer Molecules

作者:Lincke Kasper; Christensen Mikkel Andreas; Diederich Francois*; Nielsen Mogens Brondsted
来源:Helvetica Chimica Acta, 2011, 94(10): 1743-1753.

摘要

Two tetrathiafulvalene-functionalized acetylenic scaffolds were synthesized by Glaser-Hay and Sonogashira coupling reactions; the one scaffold was based on a central dehydroannulene core and the other on a tetraethynylethene core. Peripheral propyl groups on the tetrathiafulvalenes ascertained solubility. The compounds are strong donor-acceptor chromophores and exhibit characteristic charge-transfer absorptions according to UV/VIS absorption spectroscopy. Furthermore, the redox properties were investigated by cyclic and differential-pulse voltammetries. The experiments allow for a direct comparison between the acceptor strengths of the two acetylenic cores, and the conclusions are supported by electron-affinity calculations.

  • 出版日期2011-10