Synthesis and Reactivity of Donor-Stabilized Bis(pentafluoroethyl)stannylene [Sn(C2F5)(2)(D)(n)] (D=THF, DMAP, PMe3, [Sn(C2F5)(3)](-))
Klösener J, Wiesemann M, Niemann M, Neumann B, Stammler H-G, Hoge B (2018)
CHEMISTRY-A EUROPEAN JOURNAL 24(17): 4412-4422.
Zeitschriftenaufsatz
| Veröffentlicht | Englisch
Download
Es wurden keine Dateien hochgeladen. Nur Publikationsnachweis!
Autor*in
Einrichtung
Abstract / Bemerkung
In this contribution we report on the synthesis of bis(pentafluoroethyl)stannane, H2Sn(C2F5)(2). In the reaction with donor molecules a ready elimination of hydrogen and the formation of the corresponding donor-stabilized monomeric bis(pentafluoroethyl)stannylene, Sn(C2F5)(2), becomes apparent. With dependence on the Lewis basicity and steric demand of the donor, varying coordination numbers are realized. Whereas the reaction with nitrogen bases like 4-(dimethylamino)pyridine (DMAP) leads to the complexation of two donor molecules, [Sn(C2F5)(2)(dmap)(2)], treatment with PMe3 or [Sn(C2F5)(3)](-) furnished the corresponding neutral or anionic monoadducts, [Sn(C2F5)(2)(D)] (D=PMe3, [Sn(C2F5)(3)](-)). In contrast, the utilization of sterically demanding donors, such as iPr(2)O, as well as the thermal treatment of ether complexes, [Sn(C2F5)(2)(D)(n)] (D=Et2O, THF), leads to the formation of oligomeric and cyclic stannylene moieties [Sn(C2F5)(2)](n). The reactivity of H2Sn(C2F5)(2) and the donor-stabilized stannylenes was proven by hydrostannylation and complexation reactions with tetracarbonylnickel and bimetallic compounds. In the latter case, a donor-dependent stannylene or distannylene insertion into the metal-metal bond was observed.
Stichworte
fluorine;
perfluoroalkyl;
stannanes;
stannylene;
subvalent compounds
Erscheinungsjahr
2018
Zeitschriftentitel
CHEMISTRY-A EUROPEAN JOURNAL
Band
24
Ausgabe
17
Seite(n)
4412-4422
ISSN
0947-6539
eISSN
1521-3765
Page URI
https://pub.uni-bielefeld.de/record/2919306
Zitieren
Klösener J, Wiesemann M, Niemann M, Neumann B, Stammler H-G, Hoge B. Synthesis and Reactivity of Donor-Stabilized Bis(pentafluoroethyl)stannylene [Sn(C2F5)(2)(D)(n)] (D=THF, DMAP, PMe3, [Sn(C2F5)(3)](-)). CHEMISTRY-A EUROPEAN JOURNAL. 2018;24(17):4412-4422.
Klösener, J., Wiesemann, M., Niemann, M., Neumann, B., Stammler, H. - G., & Hoge, B. (2018). Synthesis and Reactivity of Donor-Stabilized Bis(pentafluoroethyl)stannylene [Sn(C2F5)(2)(D)(n)] (D=THF, DMAP, PMe3, [Sn(C2F5)(3)](-)). CHEMISTRY-A EUROPEAN JOURNAL, 24(17), 4412-4422. doi:10.1002/chem.201705770
Klösener, Johannes, Wiesemann, Markus, Niemann, Mark, Neumann, Beate, Stammler, Hans-Georg, and Hoge, Berthold. 2018. “Synthesis and Reactivity of Donor-Stabilized Bis(pentafluoroethyl)stannylene [Sn(C2F5)(2)(D)(n)] (D=THF, DMAP, PMe3, [Sn(C2F5)(3)](-))”. CHEMISTRY-A EUROPEAN JOURNAL 24 (17): 4412-4422.
Klösener, J., Wiesemann, M., Niemann, M., Neumann, B., Stammler, H. - G., and Hoge, B. (2018). Synthesis and Reactivity of Donor-Stabilized Bis(pentafluoroethyl)stannylene [Sn(C2F5)(2)(D)(n)] (D=THF, DMAP, PMe3, [Sn(C2F5)(3)](-)). CHEMISTRY-A EUROPEAN JOURNAL 24, 4412-4422.
Klösener, J., et al., 2018. Synthesis and Reactivity of Donor-Stabilized Bis(pentafluoroethyl)stannylene [Sn(C2F5)(2)(D)(n)] (D=THF, DMAP, PMe3, [Sn(C2F5)(3)](-)). CHEMISTRY-A EUROPEAN JOURNAL, 24(17), p 4412-4422.
J. Klösener, et al., “Synthesis and Reactivity of Donor-Stabilized Bis(pentafluoroethyl)stannylene [Sn(C2F5)(2)(D)(n)] (D=THF, DMAP, PMe3, [Sn(C2F5)(3)](-))”, CHEMISTRY-A EUROPEAN JOURNAL, vol. 24, 2018, pp. 4412-4422.
Klösener, J., Wiesemann, M., Niemann, M., Neumann, B., Stammler, H.-G., Hoge, B.: Synthesis and Reactivity of Donor-Stabilized Bis(pentafluoroethyl)stannylene [Sn(C2F5)(2)(D)(n)] (D=THF, DMAP, PMe3, [Sn(C2F5)(3)](-)). CHEMISTRY-A EUROPEAN JOURNAL. 24, 4412-4422 (2018).
Klösener, Johannes, Wiesemann, Markus, Niemann, Mark, Neumann, Beate, Stammler, Hans-Georg, and Hoge, Berthold. “Synthesis and Reactivity of Donor-Stabilized Bis(pentafluoroethyl)stannylene [Sn(C2F5)(2)(D)(n)] (D=THF, DMAP, PMe3, [Sn(C2F5)(3)](-))”. CHEMISTRY-A EUROPEAN JOURNAL 24.17 (2018): 4412-4422.
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
66 References
Daten bereitgestellt von Europe PubMed Central.
AUTHOR UNKNOWN, 0
Davidson, J. Chem. Soc. Dalton Trans. (), 1976
Goldberg, J. Chem. Soc. Dalton Trans. (), 1986
AUTHOR UNKNOWN, 0
Driess, Angew. Chem. Int. Ed. Engl. 35(), 1996
AUTHOR UNKNOWN, Angew. Chem. 108(), 1996
Weidenbruch, Eur. J. Inorg. Chem. (), 1999
AUTHOR UNKNOWN, 0
Bigwood, J. Am. Chem. Soc. 103(), 1981
Kira, J. Am. Chem. Soc. 113(), 1991
Simons, Organometallics 16(), 1997
Weidenbruch, Angew. Chem. Int. Ed. Engl. 33(), 1994
AUTHOR UNKNOWN, Angew. Chem. 106(), 1994
Pu, Organometallics 17(), 1998
McCrea-Hendrick, Organometallics 36(), 2017
Tin(II) Hydrides as Intermediates in Rearrangements of Tin(II) Alkyl Derivatives.
Wang S, McCrea-Hendrick ML, Weinstein CM, Caputo CA, Hoppe E, Fettinger JC, Olmstead MM, Power PP., J. Am. Chem. Soc. 139(19), 2017
PMID: 28399365
Wang S, McCrea-Hendrick ML, Weinstein CM, Caputo CA, Hoppe E, Fettinger JC, Olmstead MM, Power PP., J. Am. Chem. Soc. 139(19), 2017
PMID: 28399365
Gruetzmacher, Organometallics 10(), 1991
Neumann, Chem. Rev. 91(), 1991
Engelhardt, J. Chem. Soc. Chem. Commun. (), 1988
Nasarenko, J. Mol. Struct. 119(), 1985
AUTHOR UNKNOWN, 0
Hani, Polyhedron 1(), 1982
AUTHOR UNKNOWN, 0
Kuivila, Adv. Organomet. Chem. 1(), 1964
AUTHOR UNKNOWN, 0
Bellama, Inorg. Nucl. Chem. Lett. 7(), 1971
Bürger, J. Mol. Spectrosc. 121(), 1987
Eujen, J. Organomet. Chem. 434(), 1992
AUTHOR UNKNOWN, 0
Molecular structure of tris(pentafluoroethyl)phosphane P(C2F5)3.
Hayes SA, Berger RJ, Neumann B, Mitzel NW, Bader J, Hoge B., Dalton Trans 39(24), 2010
PMID: 20379589
Hayes SA, Berger RJ, Neumann B, Mitzel NW, Bader J, Hoge B., Dalton Trans 39(24), 2010
PMID: 20379589
Cullen, Inorg. Chem. 9(), 1970
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
Ignatovich, Appl. Organomet. Chem. 24(), 2010
[Me2C{SnCH(SiMe3)2}2]2. A μ-Me2C-bridged tetrastanna tetrahedrane.
Wagner M, Lutter M, Zobel B, Hiller W, Prosenc MH, Jurkschat K., Chem. Commun. (Camb.) 51(1), 2015
PMID: 25388745
Wagner M, Lutter M, Zobel B, Hiller W, Prosenc MH, Jurkschat K., Chem. Commun. (Camb.) 51(1), 2015
PMID: 25388745
Zúñiga, J. Organomet. Chem. 696(), 2011
AUTHOR UNKNOWN, 0
Wiesemann, Chem. Eur. J. (), 2018
Neumann, Angew. Chem. 73(), 1961
van, J. Appl. Chem. 7(), 1957
van, J. Appl. Chem. 9(), 1959
Watta, Organometallics 4(), 1985
AUTHOR UNKNOWN, 0
Neumann, Angew. Chem. 74(), 1962
Neumann, Angew. Chem. 74(), 1962
Brown, Inorg. Chem. 2(), 1963
Olson, Inorg. Chem. 2(), 1963
Pacher, J. Organomet. Chem. 695(), 2010
AUTHOR UNKNOWN, 0
AUTHOR UNKNOWN, 0
AUTHOR UNKNOWN, 0
Bergner, Mol. Phys. 80(), 1993
The Bis(pentafluoroethyl)germylene Trimethylphosphane Adduct (C2 F5 )2 Ge⋅PMe3 : Characterization, Ligand Properties, and Reactivity.
Pelzer S, Neumann B, Stammler HG, Ignat'ev N, Hoge B., Angew. Chem. Int. Ed. Engl. 55(20), 2016
PMID: 27060298
Pelzer S, Neumann B, Stammler HG, Ignat'ev N, Hoge B., Angew. Chem. Int. Ed. Engl. 55(20), 2016
PMID: 27060298
AUTHOR UNKNOWN, Angew. Chem. 128(), 2016
AUTHOR UNKNOWN, 0
Párkányi, J. Organomet. Chem. 347(), 1988
Methyl transfer from Fe (and Mo) to Sn: formation of (eta(5)-C(5)H(5))M(CO)(n)Sn(t)Bu(2)Me (M = Fe, n = 2; M = Mo, n = 3) complexes from photochemical irradiation of (eta(5)-C(5)H(5))M(CO)(n)Me and (t)Bu(2)SnH(2).
Sharma HK, Arias-Ugarte R, Metta-Magana A, Pannell KH., Chem. Commun. (Camb.) 46(25), 2010
PMID: 20458406
Sharma HK, Arias-Ugarte R, Metta-Magana A, Pannell KH., Chem. Commun. (Camb.) 46(25), 2010
PMID: 20458406
Veith, Organometallics 12(), 1993
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: 29315901
PubMed | Europe PMC
Suchen in