18052-53-4Relevant academic research and scientific papers
Disiloxane Synthesis Based on Silicon-Hydrogen Bond Activation using Gold and Platinum on Carbon in Water or Heavy Water
Sawama, Yoshinari,Masuda, Masahiro,Yasukawa, Naoki,Nakatani, Ryosuke,Nishimura, Shumma,Shibata, Kyoshiro,Yamada, Tsuyoshi,Monguchi, Yasunari,Suzuka, Hiroyasu,Takagi, Yukio,Sajiki, Hironao
, p. 4190 - 4195 (2016/06/09)
Disiloxanes possessing a silicon-oxygen linkage are important as frameworks for functional materials and coupling partners for Hiyama-type cross coupling. We found that disiloxanes were effectively constructed of hydrosilanes catalyzed by gold on carbon in water as the solvent and oxidant in association with the emission of hydrogen gas at room temperature. The present oxidation could proceed via various reaction pathways, such as the hydration of hydrosilane into silanol, dehydrogenative coupling of hydrosilane into disilane, and the subsequent corresponding reactions to disiloxane. Additionally, the platinum on carbon catalyzed hydrogen-deuterium exchange reaction of arylhydrosilanes as substrates in heavy water proceeded on the aromatic nuclei at 80 °C with high deuterium efficiency and high regioselectivity at the only meta and para positions of the aromatic-silicon bond to give the deuterium-labeled disiloxanes.
Pd-catalyzed modifiable silanol-directed aromatic C-H oxygenation
Huang, Chunhui,Ghavtadze, Nugzar,Godoi, Benhur,Gevorgyan, Vladimir
supporting information; experimental part, p. 9789 - 9792 (2012/08/29)
Directing group: A Pd-catalyzed aromatic C-H oxygenation has been developed, featuring a modifiable silanol-directing group. The resulting oxasilacycles can be efficiently modified into a variety of valuable building blocks (see scheme). Copyright
Mechanistic study on the base-promoted reaction of allylphenylsilanes to alkenylsilanols
Imazeki, Shigeaki,Sugawara, Hiroo,Sano, Atsunori,Akiyama, Takahiko
scheme or table, p. 623 - 629 (2009/04/11)
On treatment of allylphenylsilanes with t-BuOK and 18-crown-6 in DMSO, isomerization of the olefinic double bond and subsequent substitution of the phenyl group with a hydroxy group took place smoothly to afford alkenylsilanol derivatives in good yields. The reaction mechanism was investigated using 18O-labeled sulfoxide. We found that a (methylsulfinyl)methyl anion generated from DMSO participated in this reaction.
Base promoted preparation of alkenylsilanols from allylsilanes
Akiyama, Takahiko,Imazeki, Shigeaki
, p. 1077 - 1078 (2007/10/03)
On treatment of allyl-t-butyldiphenylsilane with t-BuOK and 18-Crown-6 in DMSO at room temperature, isomerization of the olefinic double bond and subsequent substitution of phenyl group with hydroxy group took place smoothly to afford alkenylsilanol derivatives in good yields.
