Electron Acceptors Based on Cyclopentannulated Anthanthrenes
| Autor: | Frédéric Lirette, Yachu Du, Jean-François Morin, Hope B. Lovell, Kyle N. Plunkett |
|---|---|
| Rok vydání: | 2021 |
| Předmět: |
chemistry.chemical_classification
010405 organic chemistry Anthanthrene Organic Chemistry chemistry.chemical_element Orange (colour) Electron acceptor 010402 general chemistry Electrochemistry Photochemistry 01 natural sciences 0104 chemical sciences Catalysis chemistry.chemical_compound chemistry HOMO/LUMO Palladium |
| Zdroj: | The Journal of organic chemistry. 86(2) |
| ISSN: | 1520-6904 |
| Popis: | 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. |
| Databáze: | OpenAIRE |
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