6766-41-2Relevant academic research and scientific papers
Sodium Hydroxide Catalyzed Dehydrocoupling of Alcohols with Hydrosilanes
Toutov, Anton A.,Betz, Kerry N.,Haibach, Michael C.,Romine, Andrew M.,Grubbs, Robert H.
, p. 5776 - 5779 (2016)
An O-Si bond construction protocol employing abundantly available and inexpensive NaOH as the catalyst is described. The method enables the cross-dehydrogenative coupling of an alcohol and hydrosilane to directly generate the corresponding silyl ether under mild conditions and without the production of stoichiometric salt byproducts. The scope of both coupling partners is excellent, positioning the method for use in complex molecule and materials science applications. A novel Si-based cross-coupling reagent is also reported.
HYDROXIDE-CATALYZED FORMATION OF SILICON-OXYGEN BONDS BY DEHYDROGENATIVE COUPLING OF HYDROSILANES AND ALCOHOLS
-
Paragraph 0148; 0180, (2017/02/28)
The present disclosure is directed to methods for dehydrogenatively coupled hydrosilanes and alcohols, the methods comprising contacting an organic substrate having at least one organic alcohol moiety with a mixture of at least one hydrosilane and sodium and/or potassium hydroxide, the contacting resulting in the formation of a dehydrogenatively coupled silyl ether. The disclosure further described associated compositions and methods of using the formed products.
Dehydrogenative coupling of alcohols and carboxylic acids with hydrosilanes catalyzed by a salen-Mn(v) complex
Vijjamarri, Srikanth,Chidara, Vamshi K.,Rousova, Jana,Du, Guodong
, p. 3886 - 3892 (2016/06/14)
A Mn(v)-salen complex was found to be an effective catalyst for the dehydrogenative coupling of hydroxyl groups with hydrosilane. The reaction conditions were optimized with different silanes and efficient dehydrogenative coupling was achieved by using triethoxysilane and diphenylsilane. Various alcohols and phenols and a limited number of carboxylic acids were converted into the corresponding silyl ethers and silyl esters. A range of functional groups such as chloro, nitro, methoxy, carbonyl and carbon-carbon multiple bonds are tolerated in the reaction.
Conversion of hydrosilanes to alkoxysilanes catalyzed by Cp2TiCl2/nBuLi
Bedard, Thomas C.,Corey, Joyce Y.
, p. 315 - 333 (2007/10/02)
The combination of Cp2TiCl2 and nBuLi provides an effective catalyst for alcoholysis of the model silanes n-HexSiH3, PhMeSiH2, Ph2SiH2 and PhMe2SiH by ethanol, isopropanol, t-butyl alcohol and phenol.Increasing the steric bulk of the substituents on either the alcohol or the silane generally requires longer reaction periods and/or increasing temperature.All SiH bonds are converted to SiOEt groups by ethanol and a single SiH bond in secondary silanes and two SiH bonds in tertiary silanes are replaced by t-butyl alcohol.Diols including pinacol, 2,4-pentanediol and 2,5-hexanediol react with PhRSiH2 (R = Me, Ph) to give 1,3-dioxa-2-silacyclopentanes, -hexanes and -heptanes, respectively.Attempts to form caged structures by condensation of primary silanes and triols was unsuccessful.Hydrolysis of PhRSiH2 is promoted by Cp2TiCl2/n-BuLi and the siloxane is produced in quantitative yield when R = Ph and a mixture of linear disiloxanes and trisiloxanes in addition to cyclopolysilanes are produced when R = Me.Other protic reagents including acids, mercaptans, amines and enolizable ketones did not react.The effects of reaction parameters such as temperature, silane to catalyst ratio, solvent, transition metal and replacements for nBuLi were also determined.
