|Synthesis and optical properties of phenylene-containing oligoacenes.
|Year of Publication
|Parkhurst, RR, Swager, TM
|Journal of the American Chemical Society
|optical property phenylene oligoacene
Synthesis of a new class of fully unsaturated ladder structures, phenylene-containing oligoacenes (POAs), using 3,4-bis(methylene)cyclobutene as a building block for sequential Diels-Alder reactions is described. The geometric effects of strain and energetic cost of antiaromaticity can be observed via the optical and electrochemical properties of the reported compounds. The resulting shape-persistant ladder structures contain neighboring chromophores that are partially electronically isolated from one another while still undergoing a reduction in the band gap of the material.