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 wurden keine Dateien hochgeladen. Nur Publikationsnachweis!
Autor*in
Einrichtung
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, Markus, Klösener, Johannes, Niemann, Mark, Neumann, Beate, Stammler, Hans-Georg, and Hoge, Berthold. 2017. “The Tris(pentafluoroethyl)stannate(II) Anion, [Sn(C2F5)(3)](-)-Synthesis and Reactivity”. CHEMISTRY-A EUROPEAN JOURNAL 23 (58): 14476-14484.
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.
Daten bereitgestellt von European Bioinformatics Institute (EBI)
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
Wiesemann M, Niemann M, Klösener J, Neumann B, Stammler HG, Hoge B., Chemistry 24(11), 2018
PMID: 29211312
The Dynamic Equilibrium of Hexakis(pentafluoroethyl)distannane Adducts [XSn(C2 F5 )3 {Sn(C2 F5 )3 }]- (X=Cl, Br, I, Sn(C2 F5 )3 ).
Wiesemann M, Klösener J, Neumann B, Stammler HG, Hoge B., Chemistry 24(17), 2018
PMID: 29240270
Wiesemann M, Klösener J, Neumann B, Stammler HG, Hoge B., Chemistry 24(17), 2018
PMID: 29240270
Pentafluoroethylated Compounds of Silicon, Germanium and Tin.
Wiesemann M, Hoge B., Chemistry 24(62), 2018
PMID: 29722451
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
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
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
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
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
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
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
Mechanistic studies on the B(C(6)F(5))(3) catalyzed allylstannation of aromatic aldehydes with ortho donor substituents.
Blackwell JM, Piers WE, McDonald R., J. Am. Chem. Soc. 124(7), 2002
PMID: 11841299
Blackwell JM, Piers WE, McDonald R., J. Am. Chem. Soc. 124(7), 2002
PMID: 11841299
Dolomanov, J. Appl. Crystallogr. 42(), 2009
A short history of SHELX.
Sheldrick GM., Acta Crystallogr., A, Found. Crystallogr. 64(Pt 1), 2007
PMID: 18156677
Sheldrick GM., Acta Crystallogr., A, Found. Crystallogr. 64(Pt 1), 2007
PMID: 18156677
Export
Markieren/ Markierung löschen
Markierte Publikationen
Web of Science
Dieser Datensatz im Web of Science®Quellen
PMID: 28671288
PubMed | Europe PMC
Suchen in
Google Scholar