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The 9H-9-Borafluorene Dianion: A Surrogate for Elusive Diarylboryl Anion Nucleophiles |
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| Authors: | M?Sc Jannik Gilmer M?Sc Hendrik Budy Dr Thomas Kaese Dr Michael Bolte Dr Hans-Wolfram Lerner Prof?Dr Matthias Wagner |
| Institution: | 1. Institut für Anorganische Chemie, Goethe-Universität Frankfurt, Max-von-Laue-Strasse 7, 60438 Frankfurt (Main), Germany
These authors contributed equally to this work.;2. Institut für Anorganische Chemie, Goethe-Universität Frankfurt, Max-von-Laue-Strasse 7, 60438 Frankfurt (Main), Germany |
| Abstract: | Double reduction of the THF adduct of 9H-9-borafluorene ( 1 ?THF) with excess alkali metal affords the dianion salts M2 1 ] in essentially quantitative yields (M=Li–K). Even though the added charge is stabilized through π delocalization, 1 ]2? acts as a formal boron nucleophile toward organoboron ( 1 ?THF) and tetrel halide electrophiles (MeCl, Et3SiCl, Me3SnCl) to form B?B/C/Si/Sn bonds. The substrate dependence of open-shell versus closed-shell pathways has been investigated. |
| Keywords: | Bor Boryl-Anionen Nukleophile Substitution Radikalreaktionen Umpolung |