228873-97-0Relevant academic research and scientific papers
Selective Manganese-Catalyzed Oxidation of Hydrosilanes to Silanols under Neutral Reaction Conditions
Wang, Kaikai,Zhou, Jimei,Jiang, Yuting,Zhang, Miaomiao,Wang, Chao,Xue, Dong,Tang, Weijun,Sun, Huamin,Xiao, Jianliang,Li, Chaoqun
, p. 6380 - 6384 (2019/05/06)
The first manganese-catalyzed oxidation of organosilanes to silanols with H2O2 under neutral reaction conditions has been accomplished. A variety of organosilanes with alkyl, aryl, alknyl, and heterocyclic substituents were tolerated, as well as sterically hindered organosilanes. The oxidation appears to proceed by a concerted process involving a manganese hydroperoxide species. Featuring mild reaction conditions, fast oxidation, and no waste byproducts, the protocol allows a low-cost, eco-benign synthesis of both silanols and silanediols.
Hydrogenation of silyl formates: sustainable production of silanol and methanol from hydrosilane and carbon dioxide
Koo, Jangwoo,Kim, Seung Hyo,Hong, Soon Hyeok
supporting information, p. 4995 - 4998 (2018/05/23)
A new process for simultaneously obtaining two chemical building blocks, methanol and silanol, was realized starting from silyl formates which can be derived from silane and carbon dioxide. Understanding the reaction mechanism enabled us to improve the reaction efficiency by the addition of a small amount of methanol.
Diamond-shaped [Ag4]4+ cluster encapsulated by silicotungstate ligands: Synthesis and catalysis of hydrolytic oxidation of silanes
Kikukawa, Yuji,Kuroda, Yoshiyuki,Yamaguchi, Kazuya,Mizuno, Noritaka
supporting information; experimental part, p. 2434 - 2437 (2012/05/05)
An Ag4 diamond is encapsulated by silicotungstate ligands in TBA8[Ag4(DMSO)2(γ-H2SiW 10O36)2]·2 DMSO·2 H2O (Ag4; DMSO=dimethyl sulfoxide, TBA=tetra-n-butylammonium), which was obtained by reaction of TBA4H4[γ-SiW10O 36] with AgOAc in an organic medium. Polyoxometalate Ag4 (see picture) selectively catalyzes hydrolytic oxidation of various silanes to the corresponding silanols in high yields (72-96 %). Copyright
Diorganotelluride-catalyzed oxidation of silanes to silanols under atmospheric oxygen
Okada, Yasunori,Oba, Makoto,Arai, Atsushi,Tanaka, Kazuhito,Nishiyama, Kozaburo,Ando, Wataru
scheme or table, p. 383 - 385 (2010/04/28)
Diorganotellurides efficiently catalyze the aerobic oxidation of organosilanes under photosensitized conditions to afford the corresponding silanols in excellent yield.
Cross-coupling reactions of aromatic and heteroaromatic silanolates with aromatic and heteroaromatic halides
Denmark, Scott E.,Smith, Russell C.,Chang, Wen-Tau T.,Muhuhi, Joseck M.
scheme or table, p. 3104 - 3118 (2009/08/07)
The alkali-metal salts (potassium and sodium) of a large number of aryl- and heteroarylsilanols undergo efficient cross-coupling with a wide range of aromatic bromides and chlorides under mild conditions to form polysubstituted biaryls. The critical feature for the success of these coupling reactions and their considerable scope is the use of bis(tri-tert-butylphosphine)palladium. Under the optimized conditions, electron-rich, electron-poor, and sterically hindered arylsilanolates afford cross-coupling products in good yields. Many functional groups are compatible with the coupling conditions such as esters, ketones, acetals, ethers, silyl ethers, and dimethylamino groups. Two particularly challenging substrates, (2-benzofuranyl)dimethylsilanolate and (2,6-dichlorophenyl)dimethylsilanolate prepared as their sodium salts showed excellent activity in the coupling reactions, in the former case also with aromatic chlorides. General methods for the efficient synthesis of a wide range of aromatic silanols are also described.
Highly selective oxidation of organosilanes to silanols with hydrogen peroxide catalyzed by a lacunary polyoxotungstate
Ishimoto, Ryo,Kamata, Keigo,Mizuno, Noritaka
supporting information; experimental part, p. 8900 - 8904 (2010/01/16)
Silanol synthesis: Divacant lacunary polyoxotungstate (nBu4N+)4[g- SiW10O34(H2O)2] (I) is an efficient homogeneous catalyst for highly selective oxidation of organosilanes to silanols with 30/60% aqueous H2O2. Various kinds of silanes 1 containing aryl, alkyl, alkenyl, alkynyl and alkoxy groups are chemoselectively converted into the corresponding silanols 2 in high yields with only one equivalent of aqueous H2O2 with respect to the substrate.
Novel carbon-carbon bond formation through Mizoroki-Heck type reaction of silanols and organotin compounds
Hirabayashi, Kazunori,Ando, Jun-Ichi,Kawashima, Jun,Nishihara, Yasushi,Mori, Atsunori,Hiyama, Tamejiro
, p. 1409 - 1417 (2007/10/03)
The reaction of dimethyl(phenyl)silanol with butyl acrylate in the presence of a stoichiometric amount of Pd(OAc)2 or by a combined use of 0.1 molar amount of Pd(OAc)2 and Cu(OAc)2/LiOAc (molar ratio 3/2) gave butyl cinnamate in 76% or 57% yield, respectively. The similar reaction with tributyl(phenyl)tin also proceeded in 77% yield. The organotin compound was shown to react faster than the sitanol, although the tin reagent sometimes induced undesirable homocoupling, while the reaction with silanol did not give such by-product.
A new transformation of silanols. Palladium-catalyzed cross-coupling with organic halides in the presence of silver(I) oxide
Hirabayashi, Kazunori,Kawashima, Jun,Nishihara, Yasushi,Mori, Atsunori,Hiyama, Tamejiro
, p. 299 - 301 (2008/02/13)
(equation presented) The reactions of aryl-and alkenylsilanols with organic halides are found to proceed in a catalyst system of 5 mol % of Pd(PPh3)4 and Ag2O (1 equiv) to give the corresponding coupling products in up to 84% yield. ? Department of Material Chemistry, Graduate School of Engineering, Kyoto University, Yoshida, Kyoto 606-8501, Japan.
