The Tris(pentafluoroethyl)stannate(II) Anion, [Sn(C2F5)(3)](-)-Synthesis and Reactivity

Wiesemann M, Klösener J, Niemann M, Neumann B, Stammler H-G, Hoge B (2017)
CHEMISTRY-A EUROPEAN JOURNAL 23(58): 14476-14484.

Zeitschriftenaufsatz | Veröffentlicht | Englisch
 
Download
Es wurde kein Volltext hochgeladen. Nur Publikationsnachweis!
Abstract / Bemerkung
Syntheses of salts containing the tris(pentafluoroethyl) stannate(II) ion, [Sn(C2F5)(3)](-), were achieved through deprotonation of the corresponding stannane, HSn(C2F5)(3), as well as by direct pentafluoroethylation of SnCl2 with LiC2F5. The electron-withdrawing substituents have substantial influence on the stability and reactivity of the anion as documented by its treatment with main group halides. Alkyl halides (R-X) underwent nucleophilic substitutions to afford RSn(C2F5)(3), whereas Si, Ge, Sn, P halides gave rise to oxida-tion processes yielding hypervalent [SnX2(C2F5)(3)](-) salts (X = Cl, Br, I). Moreover the unsymmetrical distannane, nBu(3)SnSn(C2F5)(3), was disclosed as an alternative precursor for the Sn(C2F5)(3) moiety. Although neither the solid state structure nor its spectra in alkane solution reveal unexpected peculiarities, unusual dissociation of the compound in coordinating solvents into [nBu(3)Sn(D)(n)](+) and [Sn(C2F5)(3)](-) ions was observed.
Stichworte
fluoride; lewis acidity; pentafluoroethyl; perfluoroalkyl; stannate(II); anion
Erscheinungsjahr
2017
Zeitschriftentitel
CHEMISTRY-A EUROPEAN JOURNAL
Band
23
Ausgabe
58
Seite(n)
14476-14484
ISSN
0947-6539
eISSN
1521-3765
Page URI
https://pub.uni-bielefeld.de/record/2915001

Zitieren

Wiesemann M, Klösener J, Niemann M, Neumann B, Stammler H-G, Hoge B. The Tris(pentafluoroethyl)stannate(II) Anion, [Sn(C2F5)(3)](-)-Synthesis and Reactivity. CHEMISTRY-A EUROPEAN JOURNAL. 2017;23(58):14476-14484.
Wiesemann, M., Klösener, J., Niemann, M., Neumann, B., Stammler, H. - G., & Hoge, B. (2017). The Tris(pentafluoroethyl)stannate(II) Anion, [Sn(C2F5)(3)](-)-Synthesis and Reactivity. CHEMISTRY-A EUROPEAN JOURNAL, 23(58), 14476-14484. doi:10.1002/chem.201702855
Wiesemann, M., Klösener, J., Niemann, M., Neumann, B., Stammler, H. - G., and Hoge, B. (2017). The Tris(pentafluoroethyl)stannate(II) Anion, [Sn(C2F5)(3)](-)-Synthesis and Reactivity. CHEMISTRY-A EUROPEAN JOURNAL 23, 14476-14484.
Wiesemann, M., et al., 2017. The Tris(pentafluoroethyl)stannate(II) Anion, [Sn(C2F5)(3)](-)-Synthesis and Reactivity. CHEMISTRY-A EUROPEAN JOURNAL, 23(58), p 14476-14484.
M. Wiesemann, et al., “The Tris(pentafluoroethyl)stannate(II) Anion, [Sn(C2F5)(3)](-)-Synthesis and Reactivity”, CHEMISTRY-A EUROPEAN JOURNAL, vol. 23, 2017, pp. 14476-14484.
Wiesemann, M., Klösener, J., Niemann, M., Neumann, B., Stammler, H.-G., Hoge, B.: The Tris(pentafluoroethyl)stannate(II) Anion, [Sn(C2F5)(3)](-)-Synthesis and Reactivity. CHEMISTRY-A EUROPEAN JOURNAL. 23, 14476-14484 (2017).
Wiesemann, Markus, Klösener, Johannes, Niemann, Mark, Neumann, Beate, Stammler, Hans-Georg, and Hoge, Berthold. “The Tris(pentafluoroethyl)stannate(II) Anion, [Sn(C2F5)(3)](-)-Synthesis and Reactivity”. CHEMISTRY-A EUROPEAN JOURNAL 23.58 (2017): 14476-14484.

3 Zitationen in Europe PMC

Daten bereitgestellt von Europe PubMed Central.

Tris(pentafluoroethyl)stannane: Tin Hydride Chemistry with an Electron-Deficient Stannane.
Wiesemann M, Niemann M, Klösener J, Neumann B, Stammler HG, Hoge B., Chemistry 24(11), 2018
PMID: 29211312
Pentafluoroethylated Compounds of Silicon, Germanium and Tin.
Wiesemann M, Hoge B., Chemistry 24(62), 2018
PMID: 29722451

35 References

Daten bereitgestellt von Europe PubMed Central.


AUTHOR UNKNOWN, 0

Kraus, J. Am. Chem. Soc. 44(), 1922

Wittig, Angew. Chem. 62(), 1950

Gilman, J. Am. Chem. Soc. 74(), 1952

Davies, 2004

AUTHOR UNKNOWN, 0

Gilman, J. Org. Chem. 27(), 1962

Tamborski, J. Org. Chem. 28(), 1963

Still, J. Am. Chem. Soc. 100(), 1978

Sharma, J. Org. Chem. 54(), 1989
Stannyl-Lithium: A Facile and Efficient Synthesis Facilitating Further Applications.
Wang DY, Wang C, Uchiyama M., J. Am. Chem. Soc. 137(33), 2015
PMID: 26217966

Birchall, J. Chem. Soc. Chem. Commun. (), 1988

AUTHOR UNKNOWN, 0

AUTHOR UNKNOWN, 0

AUTHOR UNKNOWN, 0
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

AUTHOR UNKNOWN, Angew. Chem. 126(), 2014
Synthesis of Mono-, Bis- and Tris(pentafluoroethyl)tin Derivatives, (C2 F5 )4-n SnXn (X=Ph, Me, Cl, Br, Cp; n=1-3).
Klosener J, Wiesemann M, Niemann M, Neumann B, Stammler HG, Hoge B., Chemistry 23(34), 2017
PMID: 28444920
Deprotonation of a Hydridoborate Anion.
Landmann J, Keppner F, Hofmann DB, Sprenger JA, Haring M, Zottnick SH, Muller-Buschbaum K, Ignat'ev NV, Finze M., Angew. Chem. Int. Ed. Engl. 56(10), 2017
PMID: 28117532

AUTHOR UNKNOWN, Angew. Chem. 129(), 2017

AUTHOR UNKNOWN, 0

AUTHOR UNKNOWN, 0
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

AUTHOR UNKNOWN, Angew. Chem. 128(), 2016

Eujen, J. Organomet. Chem. 434(), 1992

Hough, J. Chem. Soc. Dalton Trans. (), 1989

AUTHOR UNKNOWN, 0

Tolman, Chem. Rev. 77(), 1977
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

AUTHOR UNKNOWN, Angew. Chem. 128(), 2016

Edlund, J. Organomet. Chem. 456(), 1993

Puff, J. Organomet. Chem. 363(), 1989

Dolomanov, J. Appl. Crystallogr. 42(), 2009
A short history of SHELX.
Sheldrick GM., Acta Crystallogr., A, Found. Crystallogr. 64(Pt 1), 2007
PMID: 18156677

Export

Markieren/ Markierung löschen
Markierte Publikationen

Open Data PUB

Web of Science

Dieser Datensatz im Web of Science®

Quellen

PMID: 28671288
PubMed | Europe PMC

Suchen in

Google Scholar