Effect of Internal Substituents on the Properties of Dibenzo[<i>g</i>,<i>p</i>]chrysene
Yoshihiro Takeo, Junichiro Hirano, Norihito Fukui, Hiroshi Shinokubo
Abstract
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.
Topics & Concepts
ChryseneChemistrySubstituentdBcHeliceneExcited statePhotoexcitationMoleculePhotochemistryInternal conversionPhenanthridineBenzophenoneAnthraceneStereochemistryOrganic chemistrySpectral lineAstronomyPhysicsPhase noiseOpticsNuclear physicsSynthesis and Properties of Aromatic CompoundsPhotochromic and Fluorescence ChemistryMolecular spectroscopy and chirality