|Title||Synthesis and optical properties of phenylene-containing oligoacenes.|
|Publication Type||Journal Article|
|Year of Publication||2012|
|Authors||Parkhurst, RR, Swager, TM|
|Journal||Journal of the American Chemical Society|
|Keywords||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.