The Tris(pentafluoroethyl)silanide Anion

Schwarze N, Steinhauer S, Neumann B, Stammler H-G, Hoge B (2016)
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION 55(52): 16156-16160.

Zeitschriftenaufsatz | Veröffentlicht | Englisch
 
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Abstract / Bemerkung
Tris(pentafluoroethyl)silane, which is conveniently accessible by the treatment of Si(C2F5)(3)X (X=Cl, Br) with Bu3SnH, was successfully employed for hydrosilylation reactions. In the presence of a palladium catalyst, hydrosilylation of phenylacetylene with Si(C2F5)(3)H affords the product of an -addition whereas the reaction of trimethylsilylacetylene with the silane leads to the -trans product. Tris(pentafluoroethyl)silane can be deprotonated by sterically demanding bases such as lithium diisopropylamide at low temperatures to give the corresponding silanide ion. The addition of crown ethers or cryptands to this highly reactive species enabled the isolation and characterization of salt-like tris(pentafluoroethyl)silanide at room temperature.
Stichworte
fluorine; hydrosilylation; perfluoroalkyl compounds; silanes; silanides
Erscheinungsjahr
2016
Zeitschriftentitel
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Band
55
Ausgabe
52
Seite(n)
16156-16160
ISSN
1433-7851
eISSN
1521-3773
Page URI
https://pub.uni-bielefeld.de/record/2909087

Zitieren

Schwarze N, Steinhauer S, Neumann B, Stammler H-G, Hoge B. The Tris(pentafluoroethyl)silanide Anion. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION. 2016;55(52):16156-16160.
Schwarze, N., Steinhauer, S., Neumann, B., Stammler, H. - G., & Hoge, B. (2016). The Tris(pentafluoroethyl)silanide Anion. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 55(52), 16156-16160. doi:10.1002/anie.201609096
Schwarze, N., Steinhauer, S., Neumann, B., Stammler, H. - G., and Hoge, B. (2016). The Tris(pentafluoroethyl)silanide Anion. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION 55, 16156-16160.
Schwarze, N., et al., 2016. The Tris(pentafluoroethyl)silanide Anion. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 55(52), p 16156-16160.
N. Schwarze, et al., “The Tris(pentafluoroethyl)silanide Anion”, ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, vol. 55, 2016, pp. 16156-16160.
Schwarze, N., Steinhauer, S., Neumann, B., Stammler, H.-G., Hoge, B.: The Tris(pentafluoroethyl)silanide Anion. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION. 55, 16156-16160 (2016).
Schwarze, Nico, Steinhauer, Simon, Neumann, Beate, Stammler, Hans-Georg, and Hoge, Berthold. “The Tris(pentafluoroethyl)silanide Anion”. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION 55.52 (2016): 16156-16160.

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