Synthesis of unsymmetrically and symmetrically functionalized disiloxanes via subsequent hydrosilylation of C≡C bonds

Sci Rep. 2023 Jun 23;13(1):10244. doi: 10.1038/s41598-023-37375-8.

Abstract

A selective synthesis of unsymmetrically functionalized disiloxanes via the subsequent hydrosilylation of internal alkynes in the first step, and alkynes (terminal or internal) or 1,3-diynes in the second, with 1,1,3,3-tetramethyldisiloxane (1) is presented for the first time. Using developed approaches performed in a stepwise or one-pot manner a new family of disubstituted disiloxanes was obtained which had previously been inaccessible by other synthetic methods. Moreover, symmetrically functionalized disiloxanes were obtained by direct hydrosilylation of 2 equivalents of terminal or internal alkynes with 1, showing the unique versatility of the hydrosilylation process. Three examples of symmetric disiloxanes were characterized by single crystal X-ray diffraction for the first time. As a result, a wide group of new compounds which can find potential applications as building blocks or coupling agents was obtained and characterized.

MeSH terms

  • Alkynes* / chemistry
  • Diynes / chemistry
  • Silanes* / chemistry

Substances

  • disiloxane
  • Silanes
  • Alkynes
  • Diynes