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Effect of Internal Substituents on the Properties of Dibenzo[ g , p ]chrysene.

Yoshihiro TakeoJunichiro HiranoNorihito FukuiHiroshi Shinokubo
Published in: Organic letters (2023)
We investigated the chemical and physical properties of internally functionalized dibenzo[ g,p ]chrysene (DBC) derivatives. These molecules exhibit chiral double-helicene-like structures that are configurationally stable at ambient temperatures. The internal substituents control the conformational change in the excited state, thereby modulating the emission intensity. Notably, the DBC derivative with a methylenedioxy unit undergoes aromatization through elimination of the internal substituent upon photoexcitation, resulting in the formation of DBC.
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