Category: 17877-23-5

Reitti, Marcus published the artcileSynthesis of Phenols and Aryl Silyl Ethers via Arylation of Complementary Hydroxide Surrogates, Synthetic Route of 17877-23-5, the publication is Organic Letters (2018), 20(7), 1785-1788, database is CAplus and MEDLINE.

Two transition-metal-free methods to access substituted phenols via the arylation of silanols or hydrogen peroxide with diaryliodonium salts are presented. The complementary reactivity of the two nucleophiles allows synthesis of a broad range of phenols without competing aryne formation, as illustrated by the synthesis of the anesthetic Propofol. Furthermore, silyl-protected phenols can easily be obtained, which are suitable for further transformations.

Organic Letters published new progress about 17877-23-5. 17877-23-5 belongs to alcohols-buliding-blocks, auxiliary class Protection and Derivatization Reagent, name is Triisopropylsilanol, and the molecular formula is C9H22OSi, Synthetic Route of 17877-23-5.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Valliant-Saunders, Karine published the artcileOxidation of Tertiary Silanes by Osmium Tetroxide, Product Details of C9H22OSi, the publication is Inorganic Chemistry (2007), 46(13), 5212-5219, database is CAplus and MEDLINE.

In the presence of an excess of pyridine ligand L, osmium tetroxide oxidizes tertiary silanes (Et₃SiH, ⁱPr₃SiH, Ph₃SiH, or PhMe₂SiH) to the corresponding silanols. With L = 4-tert-butylpyridine (^tBupy), OsO₄(^tBupy) oxidizes Et₃SiH and PhMe₂SiH to yield 100 ± 2% of silanol and the structurally characterized osmium(VI) μ-oxo dimer [OsO₂(^tBupy)₂]₂(μ-O)₂ (1a). With L = pyridine (py), only 40-60% yields of R₃SiOH are obtained, apparently because of coprecipitation of osmium(VIII) with [Os(O)₂py₂]₂(μ-O)₂ (1b). Excess silane in these reactions causes further reduction of the Os^VI products, and similar osmium “over-reduction” is observed with PhSiH₃, Bu₃SnH, and boranes. The pathway for OsO₄(L) + R₃SiH involves an intermediate, which forms rapidly at 200 K and decays more slowly to products. NMR and IR spectra indicate that the intermediate is a monomeric Os^VI-hydroxo-siloxo complex, trans-cis-cis-Os(O)₂L₂(OH)(OSiR₃). Mechanistic studies and d. functional theory calculations indicate that the intermediate is formed by the [3 + 2] addition of an Si-H bond across an O:Os:O fragment. This is the first direct observation of a [3 + 2] intermediate in a σ-bond oxidation, though such species have previously been implicated in reactions of H-H and C-H bonds with OsO₄(L) and RuO₄.

Inorganic Chemistry published new progress about 17877-23-5. 17877-23-5 belongs to alcohols-buliding-blocks, auxiliary class Protection and Derivatization Reagent, name is Triisopropylsilanol, and the molecular formula is C4H10O2, Product Details of C9H22OSi.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Pattanaik, Sandip published the artcileCobalt-Catalyzed Selective Synthesis of Disiloxanes and Hydrodisiloxanes, Safety of Triisopropylsilanol, the publication is ACS Catalysis (2019), 9(6), 5552-5561, database is CAplus.

Selective syntheses of sym. siloxanes and cyclotetrasiloxanes are attained from reactions of silanes and dihydrosilanes, resp., with H₂O, and the reactions are catalyzed by a NNN^HtBu Co(II) pincer complex. When phenylsilane was subjected to catalysis with H₂O, a siloxane cage consisting 12 Si and 18 O centers was obtained and remarkably the reaction proceeded with liberation of 3 equiv of H₂ (36 H₂) under mild exptl. conditions. Upon reaction of silane with different silanols, highly selective and controlled syntheses of higher order monohydrosiloxanes and disiloxymonohydrosilanes were achieved by Co catalysis. The liberated H₂ is the only byproduct observed in all of these transformations. Mechanistic studies indicated that the reactions occur via a homogeneous pathway. Kinetic and independent experiments confirmed the catalytic oxidation of silane to silanol, and further dehydrocoupling processes are involved in syntheses of sym. siloxanes, cyclotetrasiloxanes, and siloxane cage compounds, whereas the unsym. monohydrosiloxane syntheses from silanes and silanols proceeded via dehydrogenative coupling reactions. Overall these Co-catalyzed oxidative coupling reactions are based on the Si-H, Si-OH, and O-H bond activation of silane, silanol, and H₂O, resp. Catalytic cycles consisting of Co(II) intermediates probably are operative.

ACS Catalysis published new progress about 17877-23-5. 17877-23-5 belongs to alcohols-buliding-blocks, auxiliary class Protection and Derivatization Reagent, name is Triisopropylsilanol, and the molecular formula is C9H22OSi, Safety of Triisopropylsilanol.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Farah, Joseph published the artcileDirect integration of gold-carbon nanotube hybrids in continuous-flow microfluidic chips: A versatile approach for nanocatalysis, Category: alcohols-buliding-blocks, the publication is Journal of Colloid and Interface Science (2022), 359-367, database is CAplus and MEDLINE.

A carbon nanotube-based packed-bed microreactor was developed for the on-chip oxidation of silanes. The process is catalyzed by a heterogeneous gold-carbon nanotube hybrid that was embedded in the device using a micrometric restriction zone. Integration of the nanohybrid permitted efficient flow aerobic oxidation of the substrates into the corresponding silanols with high selectivity and under sustainable conditions.

Journal of Colloid and Interface Science published new progress about 17877-23-5. 17877-23-5 belongs to alcohols-buliding-blocks, auxiliary class Protection and Derivatization Reagent, name is Triisopropylsilanol, and the molecular formula is C9H22OSi, Category: alcohols-buliding-blocks.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Donck, Simon published the artcileMild and selective catalytic oxidation of organic substrates by a carbon nanotube-rhodium nanohybrid, Category: alcohols-buliding-blocks, the publication is Catalysis Science & Technology (2015), 5(9), 4542-4546, database is CAplus.

Rhodium nanoparticles were assembled on carbon nanotubes and the resulting nanohybrid was used for the catalytic aerobic oxidation of diverse substrates such as hydroquinones, hydroxylamines, silanes, hydrazines and thiols at room temperature The catalytic system was proved to be very efficient on the investigated substrates and demonstrated high selectivity. Furthermore, the catalyst operates under mild reaction conditions, with excellent yields and could be easily recycled without loss of activity.

Catalysis Science & Technology published new progress about 17877-23-5. 17877-23-5 belongs to alcohols-buliding-blocks, auxiliary class Protection and Derivatization Reagent, name is Triisopropylsilanol, and the molecular formula is C9H22OSi, Category: alcohols-buliding-blocks.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

John, Jubi published the artcileCatalytic Oxidation of Silanes by Carbon Nanotube-Gold Nanohybrids, Computed Properties of 17877-23-5, the publication is Angewandte Chemie, International Edition (2011), 50(33), 7533-7536, S7533/1-S7533/37, database is CAplus and MEDLINE.

Here reported an alternative strategy which has led to the discovery of the most efficient catalytic system to date for silane oxidation The approach involves layer-by-layer (LBL) assembly of gold nanoparticles on carbon nanotubes (CNT₅). Nanotubes provide high sp. surface area and excellent nanoparticle (NP) dispersion. In addition, nanotubes are electronically active and stabilization of transient higher oxidation states of gold are anticipated by collaborative interactions with the metal. To the best of authors knowledge, this is the first report on silane oxidation by CNT-supported catalysts. Thus, gold carbon nanotube catalyzed oxidation of PhSiMe₂H in THF/H₂O in the presence of air gave 98% PhSiMe₂OH in 45m at room temperature

Angewandte Chemie, International Edition published new progress about 17877-23-5. 17877-23-5 belongs to alcohols-buliding-blocks, auxiliary class Protection and Derivatization Reagent, name is Triisopropylsilanol, and the molecular formula is C9H22OSi, Computed Properties of 17877-23-5.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Villemin, Elise published the artcilePolydiacetylene Nanotubes in Heterogeneous Catalysis: Application to the Gold-Mediated Oxidation of Silanes, Synthetic Route of 17877-23-5, the publication is Macromolecular Chemistry and Physics (2015), 216(24), 2398-2403, database is CAplus.

A layer-by-layer approach is used to anchor small gold nanoparticles onto organic nanotubes resulting from the self-assembly and polymerization of diacetylene-containing nitrilotriacetic amphiphiles. The obtained nanotube-gold hybrid is used as a catalyst for the aerobic oxidation of various silanes. With minimal gold loading (0.05 mol%), all substrates are converted into the corresponding silanols with hydrogen gas as the only byproduct. The catalyst operates under mild conditions and can be easily recycled, losing neither activity nor selectivity.

Macromolecular Chemistry and Physics published new progress about 17877-23-5. 17877-23-5 belongs to alcohols-buliding-blocks, auxiliary class Protection and Derivatization Reagent, name is Triisopropylsilanol, and the molecular formula is C6H8O3, Synthetic Route of 17877-23-5.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Matviitsuk, Anastassia published the artcileUnanticipated Silyl Transfer in Enantioselective α,β-Unsaturated Acyl Ammonium Catalysis Using Silyl Nitronates, Application of Triisopropylsilanol, the publication is Organic Letters (2020), 22(1), 335-339, database is CAplus and MEDLINE.

The use of silyl nitronates is reported for the isothiourea-catalyzed synthesis of γ-nitro-substituted silyl esters containing up to two contiguous stereocenters in good yields with excellent enantioselectivities (up to 93% yield and 99:1 er). The serendipitously discovered formation of silyl ester products in this reaction demonstrates a novel platform for catalyst turnover in α,β-unsaturated acyl ammonium catalysis.

Organic Letters published new progress about 17877-23-5. 17877-23-5 belongs to alcohols-buliding-blocks, auxiliary class Protection and Derivatization Reagent, name is Triisopropylsilanol, and the molecular formula is C9H22OSi, Application of Triisopropylsilanol.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Gonzalez-Calderon, Davir published the artcileA Novel Chemoselective Cleavage of (tert-Butyl)(dimethyl)silyl (TBS) Ethers Catalyzed by Ce(SO₄)₂.4 H₂O, Recommanded Product: Triisopropylsilanol, the publication is Helvetica Chimica Acta (2014), 97(7), 965-972, database is CAplus.

(tert-Butyl)(dimethyl)silyl (tBuMe₂Si; TBS) phenyl/alkyl ethers were efficiently cleaved to the corresponding parent hydroxy compounds in good yields using catalytic amounts of Ce(SO₄)₂.4 H₂O by microwave-assisted or conventional heating in MeOH. Intramol. and competitive experiments demonstrated the chemoselective deprotection of TBS ethers in the presence of triisopropylsilyl (ⁱPr₃Si; TIPS) and (tert-butyl)(diphenyl)silyl (tBuPh₂Si; TBDPS) ethers.

Helvetica Chimica Acta published new progress about 17877-23-5. 17877-23-5 belongs to alcohols-buliding-blocks, auxiliary class Protection and Derivatization Reagent, name is Triisopropylsilanol, and the molecular formula is C9H22OSi, Recommanded Product: Triisopropylsilanol.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Carbo, Jorge J. published the artcileConstruction of titanasiloxanes by incorporation of silanols to the metal oxide model [{Ti(η⁵-C₅Me₅)(μ-O)}₃(μ₃-CR)]: DFT elucidation of the reaction mechanism, Product Details of C9H22OSi, the publication is Chemistry – A European Journal (2008), 14(26), 7930-7938, database is CAplus and MEDLINE.

A family of novel titanasiloxanes containing the structural unit {[Ti(η⁵-C₅Me₅)O]₃} were synthesized by hydron-transfer processes involving reactions with equimol. amounts of μ₃-alkylidyne derivatives [{Ti(η⁵-C₅Me₅)(μ-O)}₃(μ₃-CR)] (R = H (1), Me (2)) and monosilanols, R₃‘Si(OH), silanediols, R₂‘Si(OH)₂, and the silanetriol tBuSi(OH)₃. Treatment of 1 and 2 with triorganosilanols (R’ = Ph, iPr) in hexane affords the new metallasiloxane derivatives [{Ti(η⁵-C₅Me₅)(μ-O)}₃(μ-CHR)(OSiR₃‘)] (R = H, R’ = Ph (3), iPr (4); R = Me, R’ = Ph (5), iPr (6)). Analogous reactions with silanediols, (R’ = Ph, iPr), give the cyclic titanasiloxanes [{Ti(η⁵-C₅Me₅)(μ-O)}₃(μ-O₂SiR’₂)(R)] (R = Me, R’ = Ph (7), iPr (8): R = Et, R’ = Ph (9), iPr (10)). Use of tBuSi(OH)₃ with 1 or 2 at room temperature produces the intermediate complexes [{Ti(η⁵-C₅Me₅)(μ-O)}₃(μ-O₂Si(OH)tBu)(R)] (R = Me (11), Et (12)). Further heating of solutions of 11 or 12 affords the same compound with an adamantanoid structure, [{Ti(η⁵-C₅Me₅)(μ-O)}₃(η-O₃SitBu)] (13) and methane or ethane elimination, resp. The x-ray crystal structures of 3, 4, 6, 8, 10, 12, and 13 were determined To gain an insight into the mechanism of these reactions, DFT calculations were performed on the incorporation of monosilanol to the model complex [{Ti(η⁵-C₅H₅)(μ-O)}₃(μ₃-CMe)] (2H). The propose mechanism consists of three steps: (1) hydron transfer from the silanol to one of the O atoms of the Ti₃O₃ ring, forming a titanasiloxane; (2) intramol. hydron migration to the alkylidyne moiety; and (3) a μ-alkylidene ligand rotation to give the final product.

Chemistry – A European Journal published new progress about 17877-23-5. 17877-23-5 belongs to alcohols-buliding-blocks, auxiliary class Protection and Derivatization Reagent, name is Triisopropylsilanol, and the molecular formula is C9H22OSi, Product Details of C9H22OSi.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts