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Trip2C6H3SeF: the first isolated selenenyl fluoride
Helmut Poleschner1, Stefan Ellrodt, Moritz Malischewski
1Institut für Chemie und Biochemie, Anorganische und Analytische Chemie, Freie Universität Berlin, Fabeckstrasse 34-36, 14195 Berlin, Germany. hpol@chemie.fu-berlin.de
Angewandte Chemie (International Ed. in English)
|December 1, 2011
Summary
Researchers synthesized the first stable selenenyl fluorides (RSeF) using bulky m-terphenyl ligands. These compounds, prepared from tin selenide precursors and xenon difluoride, are stabilized against decomposition.
Area of Science:
- Organometallic Chemistry
- Main Group Chemistry
- Fluorine Chemistry
Background:
- Selenenyl fluorides (RSeF) are typically highly unstable and difficult to isolate.
- Previous attempts to synthesize RSeF compounds have been limited by their propensity for decomposition and disproportionation.
Purpose of the Study:
- To synthesize and characterize the first stable examples of selenenyl fluorides (RSeF).
- To investigate the stabilizing effect of bulky protecting groups on RSeF compounds.
Main Methods:
- Reaction of tin selenide precursors (RSeSnMe3) with xenon difluoride (XeF2).
- Utilized extremely large protecting groups, specifically m-terphenyl ligands, to sterically hinder decomposition pathways.
- Characterization using Nuclear Magnetic Resonance (NMR) spectroscopy and single-crystal X-ray diffraction analysis.
Main Results:
- Successfully synthesized and isolated the first stable selenenyl fluorides (RSeF).
- The m-terphenyl ligands effectively stabilized the RSeF units, preventing disproportionation.
- Structural analysis confirmed the molecular structure and bonding of the novel RSeF compounds.
Conclusions:
- The use of sterically demanding ligands is a viable strategy for stabilizing otherwise highly reactive main group compounds.
- This work opens new avenues for the study and application of selenenyl fluoride chemistry.
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