Donor–acceptor substituted tetraethynylethenes


  • This work was supported by the Swiss National Science Foundation, a grant from the ETH Research Council, and the U. S. Office of Naval Research (postdoctoral fellowship to R. R. T.)


A comprehensive series of donor/acceptor substituted tetraethynylethenes has been prepared by palladium-catalyzed acetylenic coupling. The conjugated C-atom scaffolds of these remarkably stable compounds are planar, including the substituted phenyl rings. Trends in electronic, optical, and structural properties as a function of degree and pattern of substitution are reported and the effectiveness of intramolecular donor–acceptor interactions via linear conjugation paths and cross-conjugation paths compared.