Litcius/Paper detail

Construction of Helical Structures with Multiple Fused Anthracenes: Structures and Properties of Long Expanded Helicenes

Kei Fujise, Eiji Tsurumaki, Kan Wakamatsu, Shinji Toyota

2020Chemistry - A European Journal37 citationsDOI

Abstract

-catalyzed cycloisomerization as novel long expanded helicenes. These compounds have helical structures with significant stacking of the terminal anthracene moieties at 0.33 nm interlayer distance. In the UV-vis and fluorescence spectra, the absorption and emission bands were red-shifted as the number of fused anthracene units was increased. The characteristic broad and long-lived emission bands of the long analogues are explained by the excimer-like stabilization of the excited state. These photophysical data as well as their cyclic voltammetric data are discussed on the basis of the π-conjugation and interlayer π⋅⋅⋅π interactions in the molecular structures and the molecular orbitals. The barrier and mechanism of helical inversion are also reported.

Topics & Concepts

AnthraceneStackingExcited stateMolecular orbitalExcimerChemistryPhotochemistryFluorescenceChromophoreAbsorption spectroscopyCrystallographyMoleculeOrganic chemistryPhysicsQuantum mechanicsNuclear physicsSynthesis and Properties of Aromatic CompoundsPhotochromic and Fluorescence ChemistryDNA and Nucleic Acid Chemistry