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Electron Acceptors Based on Cyclopentannulated Anthanthrenes

preprint
submitted on 06.05.2020 and posted on 07.05.2020 by Yachu Du, Hope Lovell, Frédéric Lirette, Jean-François Morin, Kyle Plunkett
We demonstrate the preparation of anthanthrene derivatives with fused five-membered rings. These new derivatives are prepared by a palladium catalyzed cyclopentannulation reaction from precursors derived from the low-cost dye Vat Orange 3 (4,10-dibromoanthanthrone). The new cyclopenta-anthanthrene compounds possess reduced optical and electrochemical gaps (~0.9 eV) compared to anthanthrene derivatives and are electron acceptors with lowest unoccupied molecular orbital energies of ~ -3.4 eV to -3.9 eV.

Funding

CAREER: Electron Acceptor Materials Based on Cyclopenta-fused Polycyclic Aromatic Hydrocarbons

Directorate for Mathematical & Physical Sciences

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REU Site in Interdisciplinary Materials Research

Directorate for Mathematical & Physical Sciences

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History

Email Address of Submitting Author

kplunkett@chem.siu.edu

Institution

Southern Illinois University

Country

United States of america

ORCID For Submitting Author

0000-0002-5691-7876

Declaration of Conflict of Interest

No conflicts

Version Notes

Journal pre-submission

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