Synthesis and optical properties of phenylene-containing oligoacenes.

Autor: Parkhurst RR; Department of Chemistry, Massachusetts Institute of Technology, 77 Massachusetts Avenue, Cambridge, Massachusetts 02139, USA., Swager TM
Jazyk: angličtina
Zdroj: Journal of the American Chemical Society [J Am Chem Soc] 2012 Sep 19; Vol. 134 (37), pp. 15351-6. Date of Electronic Publication: 2012 Sep 05.
DOI: 10.1021/ja3043883
Abstrakt: 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.
Databáze: MEDLINE