Benzocyclynes as substructures for extended carbon-rich systems

ORGN 439

Charles A. Johnson II, cajohnso@uoregon.edu and Michael M. Haley, haley@uoregon.edu. Department of Chemistry and Materials Science Institute, University of Oregon, Eugene, OR 97403
Graphyne, a theoretical allotrope of carbon composed entirely of sp and sp2 C atoms, has been postulated to display desirable materials properties, including enhanced thermal stability and a band gap comparable to polyacetylene. Lack of a suitable synthetic route to the allotrope has led to investigation of model substructures based on similar structural motifs to obtain insight into bulk properties of the as yet unattainable network. Substructures based on tribenzo[12]cyclyne, which can be considered a core unit of the large network, have been produced via a convergent intramolecular route culminating in alkyne metathesis cyclization using Schrock's alkylidyne catalyst. Current progress on linear expansion of graphyne substructures will also be presented.