Abstract
The syntheses, and optoelectronic and structural properties of 2,7-donor- and acceptor-functionalized dibenzo[a,e]pentalenes, accessed in a versatile synthetic route, are presented and discussed.
Highlights
Dibenzo[a,e]pentalene (DBP, 1, Chart 1) is a ladder-type conjugated hydrocarbon that has received a significant amount of attention in recent years.[1]
Through choice of the 2,7-substituents, the HOMO/LUMO energy levels and band gaps can be adjusted within a range of up to 0.6 eV
Electron-donating or -withdrawing groups R1 were chosen that allow for a modulation of the HOMO and LUMO energy levels
Summary
Dibenzo[a,e]pentalene (DBP, 1, Chart 1) is a ladder-type conjugated hydrocarbon that has received a significant amount of attention in recent years.[1]. Donor- and acceptor-functionalized dibenzo[a,e]pentalenes: modulation of the electronic band gap† Cite this: Org. Chem. A versatile synthetic route to DBPs substituted with aryl or alkyl groups in the 5,10-positions and electron-donating or -accepting functionalities in the 2,7-positions is described.
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