Electroreduction of 9-fluoro-10-cyanoanthracene |
| |
| Institution: | 1. Institut für Geowissenschaften, J.-W. Goethe Universität, Altenhöferallee 1, D-60438 Frankfurt am Main, Germany;2. Institute of Geology of Ore Deposits, Petrography, Mineralogy and Geochemistry, Russian Academy of Sciences, Staromenetny 35, Moscow 119017, Russia;3. Vernadsky Institute of Geochemistry and Analytical Chemistry, Russian Academy of Sciences, ul. Kosygina 19, Moscow 119991, Russia;1. Departamento de Química Física, Universidad de Sevilla, Profesor García González, 1, 41012 Sevilla, (Spain);2. Instituto de Investigaciones Químicas, cicCartuja, Universidad de Sevilla – Consejo Superior de Investigaciones Científicas (CSIC), Américo Vespucio 49, 41092 Sevilla, (Spain) |
| |
| Abstract: | The electroreduction of 9-fluoro-10-cyanoanthracene (1) was voltammetrically studied. In contrast to expectations, no halide elimination was observed at the radical anion level but after a radical ion coupling the dimer 9,9′-bianthryl-10,10′-dicarbonitrile (2) was formed in quantitative yield. The mechanism was studied using digital simulation. Thermodynamic and kinetic parameters were determined. The low activation energy of the dimerization step indicates a diffusion-controlled radical ion coupling, which produces a σ-dimer but not a π-dimer as often suggested in the literature. |
| |
| Keywords: | |
| 本文献已被 ScienceDirect 等数据库收录！ |
|
