Preparation of a series of pentacenes by photodecarbonylation

ORGN 570

Yuewei Zhao, yzhao@bgsu.edu1, Rajib Mondal, rmondal@stanford.edu2, and Douglas C. Neckers, neckers@photo.bgsu.edu1. (1) Center for Photochemical Sciences, Bowling Green State University, Bowling Green, OH 43403, (2) Department of Chemical Engineering, Stanford University, Stanford, CA 94305
A series of pentacene derivatives, one side (2, 3-) and two side (2,3,9,10-) substituted, were prepared via photo-decarbonylation from irradiating precursors-diketones. The transformation from diketone to pentacene can be reflected clearly by the changes of NMR and Uv-Vis spectroscopy. Except for the tetrabrominated derivative, the other compounds have good solubility in most of organic solvents. All the compounds are sensitive to light and oxygen in solution.