17760-13-3Relevant academic research and scientific papers
Exhaustively Trichlorosilylated C1 and C2 Building Blocks: Beyond the Müller-Rochow Direct Process
Georg, Isabelle,Teichmann, Julian,Bursch, Markus,Tillmann, Jan,Endeward, Burkhard,Bolte, Michael,Lerner, Hans-Wolfram,Grimme, Stefan,Wagner, Matthias
supporting information, p. 9696 - 9708 (2018/07/21)
The Cl--induced heterolysis of the Si-Si bond in Si2Cl6 generates an [SiCl3]- ion as reactive intermediate. When carried out in the presence of CCl4 or Cl2C=CCl2 (CH2Cl2 solutions, room temperature or below), the reaction furnishes the monocarbanion [C(SiCl3)3]- ([A]- 92%) or the vicinal dianion [(Cl3Si)2C-C(SiCl3)2]2- ([B]2- 85%) in excellent yields. Starting from [B]2-, the tetrasilylethane (Cl3Si)2(H)C-C(H)(SiCl3)2 (H2B) and the tetrasilylethene (Cl3Si)2C=C(SiCl3)2 (B; 96%) are readily available through protonation (CF3SO3H) or oxidation (CuCl2), respectively. Equimolar mixtures of H2B/[B]2- or B/[B]2- quantitatively produce 2 equiv of the monoanion [HB]- or the blue radical anion [B?]-, respectively. Treatment of B with Cl- ions in the presence of CuCl2 furnishes the disilylethyne Cl3SiC≡CSiCl3 (C; 80%); in the presence of [HMe3N]Cl, the trisilylethene (Cl3Si)2C=C(H)SiCl3 (D; 72%) is obtained. Alkyne C undergoes a [4+2]-cycloaddition reaction with 2,3-dimethyl-1,3-butadiene (CH2Cl2, 50 °C, 3d) and thus provides access to 1,2-bis(trichlorosilyl)-4,5-dimethylbenzene (E1; 80%) after oxidation with DDQ. The corresponding 1,2-bis(trichlorosilyl)-3,4,5,6-tetraphenylbenzene (E2; 83%) was prepared from C and 2,3,4,5-tetraphenyl-2,4-cyclopentadien-1-one under CO extrusion at elevated temperatures (CH2Cl2, 180 °C, 4 d). All closed-shell products were characterized by 1H, 13C{1H}, and 29Si NMR spectroscopy; an EPR spectrum of [nBu4N][B?] was recorded. The molecular structures of [nBu4N][A], [nBu4N]2[B], B, E1, and E2 were further confirmed by single-crystal X-ray diffraction. On the basis of detailed experimental investigations, augmented by quantum-chemical calculations, plausible reaction mechanisms for the formation of [A]-, [B]2-, C, and D are postulated.
NOVEL ECO-FRIENDLY INSECTICIDES BASED ON SILICON COMPOUNDS AND PROCESS OF PREPARATION THEREOF
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Page/Page column 13, (2018/08/26)
The present invention provides novel silicon-based compounds or salt thereof of general formula (I), wherein R1 and R2 Represent the Halogen, Hydrogen, alkyl, alkoxy or aryl group and R3, R4, R5 and R6 represents Chlorine or Hydrogen or hydroxyl group. The said compounds are biodegradable active insecticides. The invention also relates to process for the manufacture of said compounds and compositions containing them and their use.
Si-C coupling reaction of polychloromethanes with HSiCl3 in the presence of Bu4PCl: Convenient synthetic method for bis(chlorosilyl)methanes
Jung, Dong Euy,Kang, Seung-Hyun,Han, Joon Soo,Lim, Weon Cheol,Park, Young-ae W.,Yoo, Bok Ryul
, p. 3901 - 3906 (2008/03/12)
Coupling reaction of polychloromethanes CH4-nCln (n = 2-4) with HSiCl3 in the presence of tetrabutylphosphonium chloride (Bu4PCl) as a catalyst occurred at temperatures ranging from 30 °C to 150 °C. The reactivity of polychloromethanes increases as the number of chlorine-substituents on the carbon increases. In the reactions of CCl4 with HSiCl3, a variety of coupling products such as bis(chlorosilyl)methanes CH2(SiCl3)(SiXCl2) [X = Cl (1a), H (1b)], (chlorosilyl)trichloromthanes Cl3CSiXCl2 [X = Cl (2a), H (2b)], and (chlorosilyl)dichloromthanes Cl2HCSiXCl2 [X = Cl (3a), H (3b)] were obtained along with reductive dechlorination products such as CHCl3 and CH2Cl2 depending on the reaction temperature. In the reaction of CCl4, 2a is formed at the initial stage of the coupling reaction and converted to give CHCl3 at low temperature of 30 °C, to give 1a, 3a, and CHCl3 at 60 °C, and to afford 1a as major product and CH2Cl2 in competition above 100 °C. Si-H bond containing silylmethanes can be formed by the H-Cl exchange reaction with HSiCl3. Reaction of CHCl3 with HSiCl3 took placed at 80 °C to give three compounds 1a, 3a, and CH2Cl2, and finally 3a was converted to give 1a and CH2Cl2 at longer reaction time. While the condition for the reaction of CH2Cl2 with HSiCl3 required a much higher temperature of 150 °C. Under the optimized conditions for synthesizing bis(chlorosilyl)methanes 1a,b, a mixture of 1a and 1b were obtained as major products in 65% (1a:1b = 64:1) and 47% (42:5) yields from the reaction of CCl4 and CHCl3 at 100 °C for 8 h, respectively, and in 41% (34:7) yield from that of CH2Cl2 at 170 °C for 12 h. In the Si-C coupling reaction of polychloromethanes with HSiCl3, it seems likely that a trichlorosilyl anion generated from the reaction of HSiCl3 with Bu4PCl is an important key intermediate.
Thermal chlorination of methyltrichlorosilane
Voronkov,Stankevich,Kukharev,Abzaeva
, p. 800 - 803 (2007/10/03)
The procedure for thermal chlorination of methyltrichlorosilane to chloromethyltrichlorosilane in a circulation flow system was developed. The yield of ClCH2SiCl3 was studied as influenced by the reaction temperature and the reactant ratio.
Synthesis, Properties, and Structure of Some Silyl-Ethenes
Schmidbaur, Hubert,Ebenhoech, Jan,Mueller, Gerhard
, p. 142 - 146 (2007/10/02)
trans-1,2-Dichloro-1,2-bis(trichlorosilyl)ethene (1) was prepared from Cl3CSiCl3 and copper powder, and its structure determined by single crystal X-ray diffraction (monoclinic, space group P21/n, a = 7.297(1), b = 10.964(1), c = 7.988(1) Angstroem, β = 108.06(1) deg; R = 0.037, Rw = 0.066).Cl3SiCCSiCl3, 2, forms a cobalt cage cluster on reaction with Co2(CO)8 formulated as (CO)6Co2C2(SiCl3)2.Hydrosilylation with HSiCl3 gives tris(trichlorosilyl)ethene. - Bis(trimethylsilyl)ethine adds HSiCl3 to form 1-trichlorosilyl-1,2-bis(trimethylsilyl)ethene, which can be converted into the hydride with i-Bu2AlH.All compounds are model systems for CVD production of amorphous silicon a-Si:C. - Key words: - Silyl-ethene, Silyl-ethine, Alkenyl-silane, Alkinylsilane
