Über die Umsetzung von Dimethyldichlorsilan, -german und -stannan mit Propan-1,3-dithiol

https://doi.org/10.1016/S0022-328X(00)80060-1Get rights and content

Abstract

Reaction of propane-1,3-dithiole with (CH3)2SiCL2, (CH3)2GeCl2 and (CH3)2SNCL2 in the presence of triethylamine results in the formation of the 2-hetero-1,3-dithiacyclohexanes

in good yields. The properties of the new heterocycles are reported.

Zusammenfassung

Propan-1,3-dithiol liefert bei Gegenwart von Triäthylamin mit (CH32SiCl2, (CH3)2-GeCl2 und (CH3)2SnCl2 die 2-Hetero-1,3-dithiacyklohexane

in guten Ausbeuten. Die Eigenschaften der neuen Heterocyklen werden mitgeteilt.

Literatur (2)

  • M. Wieber et al.

    Chem. Ber.

    (1963)
  • M. Wieber et al.

    Z. Naturforsch.

    (1863)

Cited by (13)

  • Orthogonal reactivity of thiols toward chlorovinylsilanes: Selective thiol-ene chemistry

    2015, Tetrahedron Letters
    Citation Excerpt :

    As part of our growing efforts to take advantage of this valuable synthetic tool in organosilicon chemistry,13–15 we now report a new and highly chemoselective reaction in which chlorovinylsilanes react exclusively with thiol-terminated molecules via the thiol-ene reaction. Previous reports in the literature have shown that thiol-terminated compounds, which are inherently nucleophilic, react with chlorosilanes by displacing the chloride atom;16,17 however, in the wide breadth of the current study, this was not the case. Additionally, the selective thiol-ene reaction of chlorovinylsilanes results in new thioether-substituted chlorosilanes, which may be very useful in organic synthesis as well as organometallic and materials chemistry.

View all citing articles on Scopus
View full text