Isomer-pure synthesis of linear polycyclic aromatic heterocycles

ORGN 112

Brigitte Wex1, Bilal R. Kaafarani2, and Douglas C. Neckers1. (1) Center for Photochemical Sciences, Bowling Green State University, 132 Overman Hall, Bowling Green, OH 43402, (2) School of Chemistry and Biochemistry, Georgia Institute of Technology, 770 State Street, Atlanta, GA 30332-0400
Linear polycyclic aromatic heterocycles are expected to have excellent emissive properties, stacking abilities, and p-type charge-transport properties. In our approach to develop new photochemical synthetic methodologies, we have designed new materials of the general formula 1.

The overall approach is to investigate the properties of these new fused systems containing thiophene as a 4-carbon synthon in the photoformation of new aromatic nuclei. We will apply these systems as platform for even more extended chromophores. Herein, we report the isomer-pure synthesis and spectroscopic properties of the new materials. Details of the photochemical reactions of 1 with electron-poor acetylenes will be introduced.

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