36960-56-2Relevant academic research and scientific papers
HYDROXIDE-CATALYZED FORMATION OF SILICON-OXYGEN BONDS BY DEHYDROGENATIVE COUPLING OF HYDROSILANES AND ALCOHOLS
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Paragraph 0148; 0175, (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.
Sodium Hydroxide Catalyzed Dehydrocoupling of Alcohols with Hydrosilanes
Toutov, Anton A.,Betz, Kerry N.,Haibach, Michael C.,Romine, Andrew M.,Grubbs, Robert H.
supporting information, p. 5776 - 5779 (2016/11/29)
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.
N-Methylacridinium Salts: Carbon Lewis Acids in Frustrated Lewis Pairs for σ-Bond Activation and Catalytic Reductions
Clark, Ewan R.,Ingleson, Michael J.
supporting information, p. 11306 - 11309 (2016/02/19)
N-methylacridinium salts are Lewis acids with high hydride ion affinity but low oxophilicity. The cation forms a Lewis adduct with 4-(N,N-dimethylamino)pyridine but a frustrated Lewis pair (FLP) with the weaker base 2,6-lutidine which activates H2, even in the presence of H2O. Anion effects dominate reactivity, with both solubility and rate of H2 cleavage showing marked anion dependency. With the optimal anion, a N-methylacridinium salt catalyzes the reductive transfer hydrogenation and hydrosilylation of aldimines through amine-boranes and silanes, respectively. Furthermore, the same salt is active for the catalytic dehydrosilylation of alcohols (primary, secondary, tertiary, and ArOH) by silanes with no observable over-reduction to the alkanes.
One-step chemoselective conversion of tetrahydropyranyl ethers to silyl-protected alcohols
Bergueiro, Julian,Montenegro, Javier,Saa, Carlos,Lopez, Susana
, p. 14475 - 14479 (2014/04/17)
Aluminium trichloride catalyses the expeditious direct conversion of tetrahydropyranyl ethers to silyl ethers. This one-step transformation is chemoselective versus deprotection of the acetal and hydrosilylation of unsaturated carbon-carbon bonds, and can also be applied to linear acetals. A possible mechanism is tentatively proposed. This journal is the Partner Organisations 2014.
Highly efficient O-silylation of alcohol with vinylsilane using a Rh(l)/HCl catalyst at room temperature
Park, Jung-Woo,Jun, Chul-Ho
, p. 4073 - 4076 (2008/02/11)
Highly efficient O-silylation of alcohol with vinylsilane was developed using a catalyst system consisting of [(COE)2RhCl]2 and HCl. In this reaction, a key intermediate is chlorosilane, generated from vinylsilane and HCl, which can be regenerated in the catalytic cycle. Various alcohols and vinylsilanes were applied to the preparation of silyl ether compounds with this catalyst system.
SURFACE MODIFIED ORGANIC·INORGANIC HYBRID GLASS, PROTECTING GROUP INDUCED ALCOHOL OR ITS DERIVATIVE AND PRODUCING METHOD THEREOF
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Page/Page column 31-33, (2010/11/28)
Disclosed are a protected alcohol or derivative thereof, a surface- modified organic-inorganic hybrid glass, and preparation methods thereof. More specifically, disclosed are a protected alcohol or derivative thereof and a surface-modified organic-inorganic hybrid glass, which are prepared by allowing a silane compound, having vinyl or a vinyl derivative, to react with an alcohol or derivative thereof or with an organic-inorganic hybrid glass, in the presence of an acid catalyst, a transition metal catalyst and an organic solvent, so as to introduce an organic group thereto even at room temperature, as well as preparation methods thereof. The disclosed invention allows a functional group to be effectively introduced into alcohol or a derivative thereof or into an organic-inorganic hybrid glass, not only high temperatures but also room temperature, and thus is highly effective in introducing compounds having a thermally sensitive functional group, for example, natural compounds or proteins. Also, the invention makes it possible to introduce various organic groups and to separate and purify organic macromolecule-bonded organosilane compounds using a silica gel column so as to effectively introduce large organic functional groups to inorganic materials. Accordingly, the invention is highly useful in the chemical industry.
