Synthesis and Redox Behavior of Novel 9,10‐Diphenylphenanthrenes |
| |
Authors: | Alina Schreivogel Monika Sieger Angelika Baro Sabine Laschat |
| |
Institution: | 1. Institut für Organische Chemie, Universit?t Stuttgart, Pfaffenwaldring 55, D‐70569 Stuttgart, (phone: +49‐711‐68564565;2. fax: +49‐711‐68564285);3. Institut für Anorganische Chemie, Universit?t Stuttgart, Pfaffenwaldring 55, D‐70569 Stuttgart |
| |
Abstract: | The synthesis and electrochemical investigations of 9,10‐diphenylphenanthrene 2a and its derivatives 2b – 2e are reported. The cyclic voltammetry of derivatives 2a – 2c and 2e in different solvent/Bu4NPF6 electrolyte systems reveals that the redox properties are dependent on solvent, temperature, and sweep rate. The oxidation of 9,10‐diphenylphenanthrene 2a occurred as an irreversible process, while two fully reversible oxidation waves were observed for dimethoxy derivative 2c . The room‐temperature oxidation of brominated compound 2b is reversible, whereas AcO‐substituted phenanthrene 2e displayed a reversible oxidation peak only at low temperature. Furthermore, the electronic nature of the substituent affects the oxidation potentials. In the CH2Cl2‐based electrolyte system, the first oxidation potentials increase in the order 2c < 2e < 2b . |
| |
Keywords: | Phenanthrenes 9 10‐diphenyl‐ Electrochemistry Cyclic voltammetry |
|
|