Issue 3, 1984

E.s.r., ENDOR, and triple resonance of fluoro-substituted fluorenone ketyls

Abstract

Electron spin resonance (e.s.r) and electron nuclear double resonance (ENDOR) spectra have been observed from dilute solutions of the radical anions of 1-,2-,3-, and 4-fluoro- and 2,7-difluoro-fluorenone in tetrahydrofuran (THF) at temperatures below –70 °C with sodium as gegenion. For all the radical anion pairs, both general and special triple resonance experiments were carried out. Similar e.s.r. spectra were obtained for each compound by electrolytic reduction in dimethylformamide (DMF), at room temperature. The e.s.r. spectra have been analysed using coupling constants obtained from the ENDOR experiments. In the cases of the 1-, 2-, and 4-fluoro- and 2,7-difluoro-fluorenone, both 1H and 19F absorptions were clearly seen in their multiple resonance spectra. However for 3-fluorofluorenone no 19F ENDOR absorptions were evident. The 1H hyperfine couplings are in every case similar to the values determined for the parent unsubstituted fluorenone and were assigned according to the results of Hückel–McLachlan calculations.

Article information

Article type
Paper

J. Chem. Soc., Perkin Trans. 2, 1984, 389-394

E.s.r., ENDOR, and triple resonance of fluoro-substituted fluorenone ketyls

J. C. Evans, C. C. Rowlands, B. J. Herold and J. M. A. Empis, J. Chem. Soc., Perkin Trans. 2, 1984, 389 DOI: 10.1039/P29840000389

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