Synthesis of Tris- and Tetrakis(pentafluoroethyl)silanes

Steinhauer S, Bader J, Stammler H-G, Ignat'ev N, Hoge B (2014)
Angewandte Chemie International Edition 53(20): 5206-5209.

Zeitschriftenaufsatz | Veröffentlicht | Englisch
 
Download
Es wurden keine Dateien hochgeladen. Nur Publikationsnachweis!
Abstract / Bemerkung
The synthesis and complete characterization of functional, highly Lewis acidic tris(pentafluoroethyl)silanes as well as tetrakis(perfluoroalkyl)silanes Si(C2F5)(4) and Si(C2F5)(3)CF3 by direct fluorination is described. The reaction of SiCl4 with LiC2F5 invariably affords (pentafluoroethyl)fluorosilicates. To avoid silicate formation by fluoride transfer from LiC2F5 the Lewis acidity of the silane has to be decreased by electron-donating substituents, such as dialkylamino groups. The easily accessible Si(C2F5)(3)NEt2 is a valuable precursor for a series of tris(pentafluoroethyl)silanes.
Stichworte
silanes; Lewis acids; direct fluorination; fluorine
Erscheinungsjahr
2014
Zeitschriftentitel
Angewandte Chemie International Edition
Band
53
Ausgabe
20
Seite(n)
5206-5209
ISSN
1433-7851
Page URI
https://pub.uni-bielefeld.de/record/2681738

Zitieren

Steinhauer S, Bader J, Stammler H-G, Ignat'ev N, Hoge B. Synthesis of Tris- and Tetrakis(pentafluoroethyl)silanes. Angewandte Chemie International Edition. 2014;53(20):5206-5209.
Steinhauer, S., Bader, J., Stammler, H. - G., Ignat'ev, N., & Hoge, B. (2014). Synthesis of Tris- and Tetrakis(pentafluoroethyl)silanes. Angewandte Chemie International Edition, 53(20), 5206-5209. doi:10.1002/anie.201400291
Steinhauer, Simon, Bader, Julia, Stammler, Hans-Georg, Ignat'ev, Nikolai, and Hoge, Berthold. 2014. “Synthesis of Tris- and Tetrakis(pentafluoroethyl)silanes”. Angewandte Chemie International Edition 53 (20): 5206-5209.
Steinhauer, S., Bader, J., Stammler, H. - G., Ignat'ev, N., and Hoge, B. (2014). Synthesis of Tris- and Tetrakis(pentafluoroethyl)silanes. Angewandte Chemie International Edition 53, 5206-5209.
Steinhauer, S., et al., 2014. Synthesis of Tris- and Tetrakis(pentafluoroethyl)silanes. Angewandte Chemie International Edition, 53(20), p 5206-5209.
S. Steinhauer, et al., “Synthesis of Tris- and Tetrakis(pentafluoroethyl)silanes”, Angewandte Chemie International Edition, vol. 53, 2014, pp. 5206-5209.
Steinhauer, S., Bader, J., Stammler, H.-G., Ignat'ev, N., Hoge, B.: Synthesis of Tris- and Tetrakis(pentafluoroethyl)silanes. Angewandte Chemie International Edition. 53, 5206-5209 (2014).
Steinhauer, Simon, Bader, Julia, Stammler, Hans-Georg, Ignat'ev, Nikolai, and Hoge, Berthold. “Synthesis of Tris- and Tetrakis(pentafluoroethyl)silanes”. Angewandte Chemie International Edition 53.20 (2014): 5206-5209.

14 Zitationen in Europe PMC

Daten bereitgestellt von Europe PubMed Central.

Bis(perchlorocatecholato)silane-A Neutral Silicon Lewis Super Acid.
Maskey R, Schädler M, Legler C, Greb L., Angew Chem Int Ed Engl 57(6), 2018
PMID: 29240282
Activation of Acetonitrile with (C2 F5 )3 PF2 and Amines.
Bader J, Neumann B, Stammler HG, Ignat'ev N, Hoge B., Chemistry 24(27), 2018
PMID: 29488665
Pentafluoroethylated Compounds of Silicon, Germanium and Tin.
Wiesemann M, Hoge B., Chemistry 24(62), 2018
PMID: 29722451
Synthesis of Tris(pentafluoroethyl)germanes.
Pelzer S, Neumann B, Stammler HG, Ignat'ev N, Hoge B., Chemistry (), 2016
PMID: 26797789
Hypervalent Pentafluoroethylgermanium Compounds, [(C2 F5 )n GeX5-n ]- and [(C2 F5 )3 GeF3 ]2- (X=F, Cl; n=2-5).
Pelzer S, Neumann B, Stammler HG, Ignat'ev N, Hoge B., Chemistry 22(46), 2016
PMID: 27539166
Synthesis of Functional Bis(pentafluoroethyl)silanes (C2 F5 )2 SiX2 , with X=H, F, Cl, Br, OPh, and O2 CCF3.
Schwarze N, Kurscheid B, Steinhauer S, Neumann B, Stammler HG, Ignat'ev N, Hoge B., Chemistry 22(48), 2016
PMID: 27778393
Pentafluoroethylsilicic Acids.
Schwarze N, Steinhauer S, Neumann B, Stammler HG, Hoge B., Angew Chem Int Ed Engl 55(50), 2016
PMID: 27862761
Nucleophilic Transfer Reactions of the [Si(C2 F5 )3 ]- Moiety.
Schwarze N, Steinhauer S, Neumann B, Stammler HG, Hoge B., Angew Chem Int Ed Engl 55(52), 2016
PMID: 27902862
The Tris(pentafluoroethyl)silanide Anion.
Schwarze N, Steinhauer S, Neumann B, Stammler HG, Hoge B., Angew Chem Int Ed Engl 55(52), 2016
PMID: 27902868
Solid-state structure of a Li/F carbenoid: pentafluoroethyllithium.
Waerder B, Steinhauer S, Neumann B, Stammler HG, Mix A, Vishnevskiy YV, Hoge B, Mitzel NW., Angew Chem Int Ed Engl 53(43), 2014
PMID: 25205058
Synthesis of chlorosilicates.
Steinhauer S, Böttcher T, Schwarze N, Neumann B, Stammler HG, Hoge B., Angew Chem Int Ed Engl 53(48), 2014
PMID: 25256121

19 References

Daten bereitgestellt von Europe PubMed Central.

Perfluoroalkylation with Organosilicon Reagents.
Prakash GK, Yudin AK., Chem. Rev. 97(3), 1997
PMID: 11848888

AUTHOR UNKNOWN, 0

AUTHOR UNKNOWN, 0

Beckers, Z. Anorg. Allg. Chem. 563(), 1988
Taming of fluoroform: direct nucleophilic trifluoromethylation of Si, B, S, and C centers.
Prakash GK, Jog PV, Batamack PT, Olah GA., Science 338(6112), 2012
PMID: 23224551

Sharp, Inorg. Chem. 11(), 1972

AUTHOR UNKNOWN, 0
Synthesis of five- and six-coordinate tris(pentafluoroethyl)fluorosilicates.
Steinhauer S, Stammler HG, Neumann B, Ignat'ev N, Hoge B., Angew. Chem. Int. Ed. Engl. 53(2), 2013
PMID: 24288152

AUTHOR UNKNOWN, 0

AUTHOR UNKNOWN, 0

Dilman, J. Organomet. Chem. 693(), 2008

Atoji, Acta Crystallogr. 7(), 1954

Christe, J. Fluorine Chem. 101(), 2000

AUTHOR UNKNOWN, 0

AUTHOR UNKNOWN, 0

Aikman, Inorg. Chem. 21(), 1982

Liu, J. Organomet. Chem. 145(), 1978
A short history of SHELX.
Sheldrick GM., Acta Crystallogr., A, Found. Crystallogr. 64(Pt 1), 2007
PMID: 18156677

AUTHOR UNKNOWN, 0
Export

Markieren/ Markierung löschen
Markierte Publikationen

Open Data PUB

Web of Science

Dieser Datensatz im Web of Science®
Quellen

PMID: 24692241
PubMed | Europe PMC

Suchen in

Google Scholar