5357-38-0Relevant articles and documents
Synthesis of Functional Monosilanes by Disilane Cleavage with Phosphonium Chlorides
Santowski, Tobias,Sturm, Alexander G.,Lewis, Kenrick M.,Felder, Thorsten,Holthausen, Max C.,Auner, Norbert
supporting information, p. 3809 - 3815 (2019/02/13)
The Müller–Rochow direct process (DP) for the large-scale production of methylchlorosilanes MenSiCl4?n (n=1–3) generates a disilane residue (MenSi2Cl6?n, n=1–6, DPR) in thousands of tons annually. This report is on methylchlorodisilane cleavage reactions with use of phosphonium chlorides as the cleavage catalysts and reaction partners to preferably obtain bifunctional monosilanes MexSiHyClz (x=2, y=z=1; x,y=1, z=2; x=z=1, y=2). Product formation is controlled by the reaction temperature, the amount of phosphonium chloride employed, the choice of substituents at the phosphorus atom, and optionally by the presence of hydrogen chloride, dissolved in ethers, in the reaction mixture. Replacement of chloro by hydrido substituents at the disilane backbone strongly increases the overall efficiency of disilane cleavage, which allows nearly quantitative silane monomer formation under comparably moderate conditions. This efficient workup of the DPR thus not only increases the economic value of the DP, but also minimizes environmental pollution.
Development of novel silicon-containing inverse agonists of retinoic acid receptor-related orphan receptors
Toyama, Hirozumi,Nakamura, Masaharu,Nakamura, Masahiko,Matsumoto, Yotaro,Nakagomi, Madoka,Hashimoto, Yuichi
, p. 1948 - 1959 (2014/03/21)
Retinoic acid receptor (RAR)-related orphan receptors (RORs) regulate a variety of physiological processes, including hepatic gluconeogenesis, lipid metabolism, circadian rhythm and immune function. The RAR agonist: all-trans retinoic acid was reported to be an RORβ inverse agonist, but no information is available regarding ROR activity of its synthetic analogue Am580. Therefore, we screened Am580 and some related tetramethyltetrahydronaphthalene derivatives and carried out structural development studies, including substitution of carbon atoms with silicon, with the aim of creating a potent ROR transcriptional inhibitor. The phenyl amide disila compound 22 showed the most potent ROR-inhibitory activity among the compounds examined. Its activity towards RORα, RORβ and RORγ was increased compared to that of Am580. The IC50 values for RORα, RORβ and RORγ are 1.3, >10 and 4.5 μM, respectively.
Synthesis of silicon-functionalized (silylmethyl)silanes and-dichlorocarbosilanes using the TMOP (2,4,6-trimethoxyphenyl) protecting group: (TMOP)Me2SiCH2Cl and (TMOP) 2MeSiCH2Cl as reagents to introduce the ClMe 2SiCH2, MeOMe2SiCH2, or Cl2MeSiCH2 group by nucleophilic substitution at silicon
Laskowski, Nadine,Reis, Eva-Maria,Koetzner, Lisa,Baus, Johannes A.,Burschka, Christian,Tacke, Reinhold
, p. 3269 - 3278 (2013/07/27)
In this study, the synthetic potential of the 2,4,6-trimethoxyphenyl (TMOP)-substituted (chloromethyl)silanes (TMOP)Me2SiCH2Cl (1) and (TMOP)2MeSiCH2Cl (2) for the preparation of Si-functionalized (silylmethyl)silanes and α,ω-dichlorocarbosilanes (with skeletons consisting of alternate carbon and silicon atoms) was investigated. Compounds 1 and 2 were used as reagents to introduce the ClMe 2SiCH2, MeOMe2SiCH2, or Cl 2MeSiCH2 group by nucleophilic substitution at silicon. The three-step synthetic method involves the (i) transformation of 1 and 2 into (TMOP)Me2SiCH2MgCl, (TMOP)Me2SiCH 2Li, (TMOP)2MeSiCH2MgCl, and (TMOP) 2MeSiCH2Li, respectively, (ii) reaction of these nucleophiles with chloro- or methoxysilanes, and (iii) subsequent selective cleavage of the TMOP protecting group with HCl/Et2O or MeOH/[CF 3COOH]. Using this method, the following compounds were prepared: ClMe2SiCH2SiMe3 (3), ClMe2SiCH 2SiMe2Cl (4), ClMe2SiCH2SiMeCl 2 (5), ClMe2SiCH2SiCl3 (6), ClMe2SiCH2Si(OMe)3 (7), MeOMe 2SiCH2Si(OMe)3 (8), Cl2MeSiCH 2SiMe3 (9), Me2Si(CH2SiMe 2Cl)2 (10), and Me2Si(CH2SiMe 2CH2SiMe2Cl)2 (11).
A PROCESS FOR THE PRODUCTION OF POLYSILALKYLENESILOXANES
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Page/Page column 12, (2011/06/11)
The present invention relates to a process for the production of an intermediate siloxane monomer and use of said monomer to produce high molecular weight linear polysilalkylenesiloxanes. The siloxane monomer is prepared by ring opening polymerization of a cyclic monomer of the structure in the presence of an acidic or basic ring opening polymerisation catalyst; to form a mixture of siloxane monomers and linear oligomers. The linear oligomers are then extracted and discarded before a further step of ring opening polymerization using the aforementioned intermediate siloxane monomer mixture as the starting material. The second polymerisation step is undertaken at a temperature within the melting point range of said siloxane monomer mixture. The intermediate, final product and methods of their manufacture are described.
ORGANOSILICON COMPOUNDS AND THEIR USE
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Page 39; 46, (2008/06/13)
A compound of formula (I) or formula (II): wherein the variables are as defined in the claims.
New chalcogen derivatives of silicon possessing adamantane and noradamantane structures
Herzog,Rheinwald
, p. 133 - 143 (2007/10/03)
The reaction of Si2Cl4Me2 (1) with Li2Se in THF yields exclusively the noradamantane (MeSi)4Se5 (4). The sulfur analogue (MeSi)4S5 (3) could be obtained from 1, MeSiCl
Dramatic enhancement of reactivity of organosilicon compounds induced by complexation of bis(allyl)silanes with fluoride ion
Shibato, Atsushi,Itagaki, Yoshifumi,Tayama, Eiji,Hokke, Yasutoshi,Asao, Naoki,Maruoka, Keiji
, p. 5373 - 5382 (2007/10/03)
New type of fluoride ion catalyzed allylation agent (1a, 1b), allenylation agent (9, 10), and alkynylation agent (17) can be successfully utilized for various carbonyl substrates. The rate acceleration is ascribable to the shift of equilibrium to the chel
Synthesis of difunctional organooxasilacycloalkanes
Chizhova,Astapova,Petrovskii,Makarova
, p. 1430 - 1435 (2007/10/03)
2,8-Dichloro-2,4,4,6,6,8,10,10,12,12-decamethyl-5-carbacyclohexasiloxane, 4,7-dichloro-2,2,4,7-tetramethyl-1,3-dioxa-2,4,7-trisilacycloheptane, and 4,8-dichloro-2,2,4,8-tetramethyl-1,3-dioxa-2,4,8-trisilacyclooctane were prepared for the first time by heterofunctional condensation of 1,1,7,7-tetrachloro-1,3,3,5,5,7-hexamethyl-4-carbatetrasiloxane with 1,3-dihydroxy-1,1,3,3-tetramethyldisiloxane, of 2,2,5,5-tetrachloro-2,5-disilahexane with dihydroxydimethylsilane, and of 2,2,6,6-tetrachloro-2,6-disilaheptane with dihydroxydimethylsilane, respectively. Hydrolysis of the resulting compounds afforded the corresponding dihydroxy derivatives, and trans-isomers of some of these derivatives were isolated in individual form.
Synthesis of disilylmethanes and polysilacarbosilanes, precursors of silicon carbide-based materials
Bacque, Eric,Birot, Marc,Pillot, Jean-Paul,Lapouyade, Paulette,Gerval, Pierre,Biran, Claude,Dunogues, Jacques
, p. 99 - 107 (2007/10/03)
Using a new procedure, substituted disilylmethanes have been prepared from chlorosilanes, dichloromethane, and magnesium in tetrahydrofuran. Bis(chlorosilyl)methanes can be used as comonomers for the synthesis of polysilacarbosilanes, which are transformed into polycarbosilanes, precursors of silicon carbide.
Ligand Exchange Reactions between Haloboranes and Alkylsilanes
Einholz, Wolfgang,Gollinger, Walter,Haubold, Wolfgang
, p. 25 - 30 (2007/10/02)
In a ligand exchange reaction between BHal3 (Hal = Cl, Br) and the tetraalkylsilanes Et4Si, (Me3Si)2CH2 or Ph2CHSiMe3 the alkylhaloboranes EtBBr2 or MeBHal2 and the alkylhalosilanes Et3SiBr, HalMe2Si-CH2-SiMe3, (HalMe2Si)2CH2, and Ph2CHSiMe2Br, respectively, are formed.Similarly, the methyloligosilanes (Me3Si)2 (1) and (Me3Si)2SiMe2 (2) react with BHal3 (Hal = Cl, Br, I) via methyl-halogen-transfer to give HalMe2Si-SiMe3 (Hal = Cl, Br, I), (HalMe2Si)2 (Hal = Br, I), HalMe2Si-SiMe2-SiMe3, (Me3Si)2SiMeHal, HalMe2Si-SiMeHal-SiMe3, (HalMe2Si)SiMe2 (Hal = Cl, Br) or (BrMe2Si)2SiMeBr besides MeBHal2 (Hal = Cl, Br, I) and Me2BI, respectively.
