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Silylation information


Silylation is the introduction of one or more (usually) substituted silyl groups (R3Si) to a molecule. Silylations are core methods for production of organosilicon chemistry. Silanization involves similar methods but usually refers to attachment of silyl groups to solids.[1]

  1. ^ Pape, Peter G. (2017). "Silylating Agents". Kirk-Othmer Encyclopedia of Chemical Technology. pp. 1–15. doi:10.1002/0471238961.1909122516011605.a01.pub3. ISBN 9780471238966.

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Silylation

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Silylation is the introduction of one or more (usually) substituted silyl groups (R3Si) to a molecule. Silylations are core methods for production of organosilicon...

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Trimethylsilyl chloride

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laboratory glassware, making the surfaces more lipophilic. By the process of silylation, polar functional groups such as alcohols and amines readily undergo reaction...

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BSTFA

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rn01923. ISBN 9780470842898. Stalling DL, Gehrke CW, Zumwalt RW. A new silylation reagent for amino acids bis(trimethylsilyl)trifluoroacetamide (BSTFA)...

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Zinc triflate

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trifluoromethanesulfonic acid. It is commonly used as a Lewis acid catalyst, e.g. in silylations. A white powder, zinc triflate is commercially available, though some...

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Silanization

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which all have an abundance of hydroxyl groups. Silanization differs from silylation, which usually refers to attachment of organosilicon groups to molecular...

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Synthesis of nucleosides

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as a result; thus, the development of a one-pot, one-step method for silylation and nucleoside synthesis represented a significant advance. The combination...

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Tetrabutylammonium hydroxide

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Volumes, vol. 8, p. 616. Kuwajima, I.; Nakamura, E.; Hashimoto, K. (1990). "Silylation of Ketones with Ethyl Trimethylsilacetate: (Z)-3-Trimethylsiloxy-2-Pentene"...

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Trimethylsilyl trifluoromethanesulfonate

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chloride. Related to its tendency to hydrolyze, TMSOTf is effective for silylation of alcohols: (CH3)3SiO3SCF3 + ROH + Et3N → ROSi(CH3)3Si + [Et3NH]O3SCF3...

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Enol

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Enolates can be trapped by the addition of electrophiles at oxygen. Silylation gives silyl enol ether. Acylation gives esters such as vinyl acetate....

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Cyanamide

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("carbodiimide" tautomer). The N≡C–NH2 form dominates, but in a few reactions (e.g. silylation) the diimide form appears to be important. Cyanamide dimerizes to give...

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Glucose

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adulteration by added sugars with these methods. Derivatization using silylation reagents is commonly used. Also, the proportions of di- and trisaccharides...

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Alkane

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Wilson, Jake W.; Hartwig, John F. (2023). "Transition-Metal-Catalyzed Silylation and Borylation of C–H Bonds for the Synthesis and Functionalization of...

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Vinylsilane

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and Grignard reagents with chlorosilanes. In some cases dehydrogenative silylation is another method. Ring, M. A.; O'Neal, H. E.; Rickborn, S. F.; Sawrey...

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Enolate

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thermodynamically stable benzylic enolate. Enolates can be trapped by acylation and silylation, which occur at oxygen. Silyl enol ethers are common reagents in organic...

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Acylsilane

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equivalents with silyl halides (typically trimethylsilyl chloride, tmsCl). Silylation of 2-lithio-1,3-dithiane, followed by hydrolysis of the dithioacetal group...

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Oxazole

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equilibrium with the ring-opened enolate-isonitrile, which can be trapped by silylation. Electrophilic aromatic substitution takes place at C5, but requiring...

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Silyl ether

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installed and removed very selectively under mild conditions. Commonly silylation of alcohols requires a silyl chloride and an amine base. One reliable...

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List of inorganic reactions

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metathesis Sarett oxidation Sharpless epoxidation Shell higher olefin process Silylation Simmons–Smith reaction Sonogashira coupling Staudinger reaction Stille...

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Lovastatin

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Lactone opening was done using lithium methoxide in methanol and then silylation to give a separable mixture of the starting lactone and the silyl ether...

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Trimethylsilyl group

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Syntheses, Coll. Vol. 6, p.440; Vol. 57, p.50. Online version Identification of Silylation Artifacts in Derivatization Reactions for Gas Chromatography...

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Polyyne

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PMID 17912407. Eastmond, R.; Johnson, T.R.; Walton, D.R.M. (1972). "Silylation as a protective method for terminal alkynes in oxidative couplings: A...

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Trifluorotoluene

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is similar to dichloromethane in standard acylation, tosylation, and silylation reactions. The dielectric constants for dichloromethane and trifluorotoluene...

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Hexamethyldisilane

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"Efficient formation and cleavage of disilanes by potassium-graphite. Silylation with silyl metal reagents". Journal of Organometallic Chemistry. 354:...

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