Pentafluoro(aryl)‐λ 6 ‐tellanes and Tetrafluoro(aryl)(trifluoromethyl)‐λ 6 ‐tellanes: From SF 5 to the TeF 5 and TeF 4 CF 3 Groups
| Autor: | Carmen J. Ziegler, Antonio Togni, Sebastian Kueng, Cody Ross Pitts, Nico Santschi, Ewa Pietrasiak, Dustin Bornemann, Nils Trapp |
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| Rok vydání: | 2019 |
| Předmět: |
Trifluoromethyl
010405 organic chemistry Stereochemistry Aryl Substituent General Chemistry 010402 general chemistry 01 natural sciences Catalysis Structural chemistry 0104 chemical sciences chemistry.chemical_compound chemistry Group (periodic table) Reactivity (chemistry) Trichloroisocyanuric acid |
| Zdroj: | Angewandte Chemie International Edition. 58:12604-12608 |
| ISSN: | 1521-3773 1433-7851 |
| DOI: | 10.1002/anie.201907359 |
| Popis: | The TeF5 group is significantly underexplored as a highly fluorinated substituent on an organic framework, despite it being a larger congener of the acclaimed SF5 group. In fact, only one aryl-TeF5 compound (phenyl-TeF5 ) has been reported to date, synthesized using XeF2 . Our recently developed mild TCICA/KF approach to oxidative fluorination provides an affordable and scalable alternative to XeF2 . Using this method, we report a scope of extensively characterized aryl-TeF5 compounds, along with the first SC-XRD data on this compound class. The methodology was also extended to the synthesis and structural study of heretofore unknown aryl-TeF4 CF3 compounds. Additionally, preliminary reactivity studies unveiled some inconsistencies with previous literature regarding phenyl-TeF5 . Although our studies conclude that the arene-based TeF5 (and TeF4 CF3 ) group is not quite as robust as the SF5 group, we find that the TeF5 group is more stable than previously thought, thus opening a door to explore new applications of this motif. |
| Databáze: | OpenAIRE |
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