The Dynamic Equilibrium of Hexakis(pentafluoroethyl)distannane Adducts [XSn(C2F5)(3){Sn(C2F5)(3)}](-) (X=Cl, Br, I, Sn(C2F5)(3))
Wiesemann M, Klösener J, Neumann B, Stammler H-G, Hoge B (2018)
CHEMISTRY-A EUROPEAN JOURNAL 24(17): 4336-4342.
Zeitschriftenaufsatz
| Veröffentlicht | Englisch
Download
Es wurden keine Dateien hochgeladen. Nur Publikationsnachweis!
Autor*in
Einrichtung
Abstract / Bemerkung
The tin-tin bond cleavage of hexaorganodistannanes by nucleophiles is a long-known reaction and widely used for stannate formation or stannyl group transfer. Herein, we detail our experiments to provide analytical evidence for the existence of the reasonably stable anionic complexes [XSn(C2F5)(3){Sn(C2F5)(3)}](-) (X=Cl, Br, I, Sn(C2F5)(3)) derived from hexakis(pentafluoroethyl)distannane. NMR investigations at low temperature lend further mechanistic insights. Thus, by detection of the imposing ion [Sn(C2F5)(3){Sn(C2F5)(3)}(2)](-), one can surmise that the chemistry of Sn-2(C2F5)(6) has more in common with the isolobal iodine than with classical distannanes.
Stichworte
distannanes;
isolobal relationship;
NMR spectroscopy;
pseudohalides;
tristannates
Erscheinungsjahr
2018
Zeitschriftentitel
CHEMISTRY-A EUROPEAN JOURNAL
Band
24
Ausgabe
17
Seite(n)
4336-4342
ISSN
0947-6539
eISSN
1521-3765
Page URI
https://pub.uni-bielefeld.de/record/2919305
Zitieren
Wiesemann M, Klösener J, Neumann B, Stammler H-G, Hoge B. The Dynamic Equilibrium of Hexakis(pentafluoroethyl)distannane Adducts [XSn(C2F5)(3){Sn(C2F5)(3)}](-) (X=Cl, Br, I, Sn(C2F5)(3)). CHEMISTRY-A EUROPEAN JOURNAL. 2018;24(17):4336-4342.
Wiesemann, M., Klösener, J., Neumann, B., Stammler, H. - G., & Hoge, B. (2018). The Dynamic Equilibrium of Hexakis(pentafluoroethyl)distannane Adducts [XSn(C2F5)(3){Sn(C2F5)(3)}](-) (X=Cl, Br, I, Sn(C2F5)(3)). CHEMISTRY-A EUROPEAN JOURNAL, 24(17), 4336-4342. doi:10.1002/chem.201705069
Wiesemann, Markus, Klösener, Johannes, Neumann, Beate, Stammler, Hans-Georg, and Hoge, Berthold. 2018. “The Dynamic Equilibrium of Hexakis(pentafluoroethyl)distannane Adducts [XSn(C2F5)(3){Sn(C2F5)(3)}](-) (X=Cl, Br, I, Sn(C2F5)(3))”. CHEMISTRY-A EUROPEAN JOURNAL 24 (17): 4336-4342.
Wiesemann, M., Klösener, J., Neumann, B., Stammler, H. - G., and Hoge, B. (2018). The Dynamic Equilibrium of Hexakis(pentafluoroethyl)distannane Adducts [XSn(C2F5)(3){Sn(C2F5)(3)}](-) (X=Cl, Br, I, Sn(C2F5)(3)). CHEMISTRY-A EUROPEAN JOURNAL 24, 4336-4342.
Wiesemann, M., et al., 2018. The Dynamic Equilibrium of Hexakis(pentafluoroethyl)distannane Adducts [XSn(C2F5)(3){Sn(C2F5)(3)}](-) (X=Cl, Br, I, Sn(C2F5)(3)). CHEMISTRY-A EUROPEAN JOURNAL, 24(17), p 4336-4342.
M. Wiesemann, et al., “The Dynamic Equilibrium of Hexakis(pentafluoroethyl)distannane Adducts [XSn(C2F5)(3){Sn(C2F5)(3)}](-) (X=Cl, Br, I, Sn(C2F5)(3))”, CHEMISTRY-A EUROPEAN JOURNAL, vol. 24, 2018, pp. 4336-4342.
Wiesemann, M., Klösener, J., Neumann, B., Stammler, H.-G., Hoge, B.: The Dynamic Equilibrium of Hexakis(pentafluoroethyl)distannane Adducts [XSn(C2F5)(3){Sn(C2F5)(3)}](-) (X=Cl, Br, I, Sn(C2F5)(3)). CHEMISTRY-A EUROPEAN JOURNAL. 24, 4336-4342 (2018).
Wiesemann, Markus, Klösener, Johannes, Neumann, Beate, Stammler, Hans-Georg, and Hoge, Berthold. “The Dynamic Equilibrium of Hexakis(pentafluoroethyl)distannane Adducts [XSn(C2F5)(3){Sn(C2F5)(3)}](-) (X=Cl, Br, I, Sn(C2F5)(3))”. CHEMISTRY-A EUROPEAN JOURNAL 24.17 (2018): 4336-4342.
Daten bereitgestellt von European Bioinformatics Institute (EBI)
1 Zitation in Europe PMC
Daten bereitgestellt von Europe PubMed Central.
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
46 References
Daten bereitgestellt von Europe PubMed Central.
AUTHOR UNKNOWN, 0
Mitchell, Synthesis (), 1992
Mitchell, Synthesis (), 1990
Distannylation of strained carbon-carbon triple bonds catalyzed by a palladium complex.
Yoshida H, Tanino K, Ohshita J, Kunai A., Angew. Chem. Int. Ed. Engl. 43(38), 2004
PMID: 15384122
Yoshida H, Tanino K, Ohshita J, Kunai A., Angew. Chem. Int. Ed. Engl. 43(38), 2004
PMID: 15384122
AUTHOR UNKNOWN, Angew. Chem. 116(), 2004
AUTHOR UNKNOWN, 0
Davies, 2004
Harrison, 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
Gilman, J. Org. Chem. 27(), 1962
Bulten, J. Organomet. Chem. 22(), 1970
AUTHOR UNKNOWN, 0
Kunô, J. Organomet. Chem. 217(), 1981
Kobayashi, J. Organomet. Chem. 233(), 1982
The Tris(pentafluoroethyl)stannate(II) Anion, [Sn(C2 F5 )3 ]- -Synthesis and Reactivity.
Wiesemann M, Klosener J, Niemann M, Neumann B, Stammler HG, Hoge B., Chemistry 23(58), 2017
PMID: 28671288
Wiesemann M, Klosener J, Niemann M, Neumann B, Stammler HG, Hoge B., Chemistry 23(58), 2017
PMID: 28671288
Hoffmann, Angew. Chem. Int. Ed. Engl. 21(), 1982
AUTHOR UNKNOWN, Angew. Chem. 94(), 1982
AUTHOR UNKNOWN, 0
Hauge, Acta Chem. Scand. 25(), 1971
Witthaut, Organometallics 19(), 2000
A fluent transition from triiodide, I3-, to tris(trifluoromethyltellurate)(1-), [(TeCF3)3]- --a structural study.
Fischer HT, Naumann D, Tyrra W., Chemistry 12(9), 2006
PMID: 16402403
Fischer HT, Naumann D, Tyrra W., Chemistry 12(9), 2006
PMID: 16402403
(PhTe)(3)(-): The Anionic Tellurium Analogue of I(3)(- ).
Hillier AC, Liu SY, Sella A, Elsegood MR., Angew. Chem. Int. Ed. Engl. 38(18), 1999
PMID: 10508368
Hillier AC, Liu SY, Sella A, Elsegood MR., Angew. Chem. Int. Ed. Engl. 38(18), 1999
PMID: 10508368
AUTHOR UNKNOWN, Angew. Chem. 111(), 1999
Kirij, J. Fluorine Chem. 112(), 2001
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
AUTHOR UNKNOWN, 0
Kolomeitsev, Tetrahedron Lett. 44(), 2003
Shevchenko, J. Fluorine Chem. 129(), 2008
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
Puff, J. Organomet. Chem. 363(), 1989
Chloride-induced aufbau of perchlorinated cyclohexasilanes from Si2Cl6: a mechanistic scenario.
Tillmann J, Meyer L, Schweizer JI, Bolte M, Lerner HW, Wagner M, Holthausen MC., Chemistry 20(30), 2014
PMID: 24771318
Tillmann J, Meyer L, Schweizer JI, Bolte M, Lerner HW, Wagner M, Holthausen MC., Chemistry 20(30), 2014
PMID: 24771318
AUTHOR UNKNOWN, 0
Synthesis of chlorosilicates.
Steinhauer S, Bottcher T, Schwarze N, Neumann B, Stammler HG, Hoge B., Angew. Chem. Int. Ed. Engl. 53(48), 2014
PMID: 25256121
Steinhauer S, Bottcher T, Schwarze N, Neumann B, Stammler HG, Hoge B., Angew. Chem. Int. Ed. Engl. 53(48), 2014
PMID: 25256121
AUTHOR UNKNOWN, Angew. Chem. 126(), 2014
Pentacoordinate silicon(IV): cationic, anionic and neutral complexes derived from the reaction of NHC→SiCl4 with highly Lewis acidic (C2F5)2SiH2.
Bottcher T, Steinhauer S, Neumann B, Stammler HG, Roschenthaler GV, Hoge B., Chem. Commun. (Camb.) 50(47), 2014
PMID: 24764020
Bottcher T, Steinhauer S, Neumann B, Stammler HG, Roschenthaler GV, Hoge B., Chem. Commun. (Camb.) 50(47), 2014
PMID: 24764020
On Pentakis(pentafluoroethyl)stannate, [Sn(C2 F5 )5 ]- , and the Gas-Free Generation of Pentafluoroethyllithium, LiC2 F5.
Wiesemann M, Klosener J, Neumann B, Stammler HG, Hoge B., Chemistry 24(8), 2017
PMID: 29068093
Wiesemann M, Klosener J, Neumann B, Stammler HG, Hoge B., Chemistry 24(8), 2017
PMID: 29068093
AUTHOR UNKNOWN, 0
Kalinowski, 1984
Wrackmeyer, Z. Naturforsch. B 47(), 1992
Dolomanov, J. Appl. Crystallogr. 42(), 2009
AUTHOR UNKNOWN, 0
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
SHELXT - integrated space-group and crystal-structure determination.
Sheldrick GM., Acta Crystallogr A Found Adv 71(Pt 1), 2015
PMID: 25537383
Sheldrick GM., Acta Crystallogr A Found Adv 71(Pt 1), 2015
PMID: 25537383
Export
Markieren/ Markierung löschen
Markierte Publikationen
Web of Science
Dieser Datensatz im Web of Science®Quellen
PMID: 29240270
PubMed | Europe PMC
Suchen in
Google Scholar