(iPrO)PhMeSiH | 58657-51-5

• 分子结构分类: 有机化合物 - 有机金属化合物 - 有机类金属化合物
• 英文名称: (iPrO)PhMeSiH
• 英文别名: Methyl(phenyl)[(propan-2-yl)oxy]silane；methyl-phenyl-propan-2-yloxysilane
• CAS: 58657-51-5
• 化学式: C₁₀H₁₆OSi
• 分子量: 180.322
• InChiKey: MPUNWZKHNNNTPD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.67
• 重原子数：
  12
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  (iPrO)PhMeSiH 在 dicarbonyl(cyclopentadienyl)methyliron(II) 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 24.0h， 以69%的产率得到[(iPrO)PhMeSi]2
  参考文献：
  名称：

  PREPARATION OF SI-SI BOND-BEARING COMPOUNDS

  摘要：

  Si—Si键含有化合物通过在有机溶剂中存在铁配合物催化剂的情况下，通过辐射或加热Si—H基团含有的硅化合物有效制备。这些Si—Si键含有的化合物可用作光刻胶组合物、陶瓷前驱体组合物和导电组合物的基材料。

  公开号：

  US20090112013A1
• 作为产物：
  描述：

  甲基苯基硅烷 、 丙酮 在 [Mo(NO)(2,2'-bis(diphenylphosphino)diphenylether)(NCMe)₃] [BArF⁴] 作用下， 以 氯苯 为溶剂， 反应 7.0h， 以82%的产率得到(iPrO)PhMeSiH
  参考文献：
  名称：

  Highly Efficient Large Bite Angle Diphosphine Substituted Molybdenum Catalyst for Hydrosilylation

  摘要：

  Treatment of the complex Mo(NO)Cl-3(NCMe)(2) with the large bite angle diphosphine, 2,2'-bis(diphenylphosphino)diphenylether (DPEphos) afforded the dinuclear species [Mo(NO)(P boolean AND P)Cl-2](2)[mu Cl](2) (P boolean AND P = DPEphos = (Ph2PC6H4)(2)O (1) 1 could be reduced in the presence of Zn and MeCN to the cationic complex [Mo(NO)(P boolean AND P)(NCMe)(3)](+)[Zn2Cl6](1/2)(2-) (2). In a metathetical reaction the [Zn2Cl6](1/2)(2-) counteranion was replaced with NaBAr4F (BAr4F = [B{3,5-(CF3)(2)C6H3}(4)]) to obtain the [BAr4F](-) salt [Mo(NO)(P boolean AND P)(NCMe)(3)](+)[Bar(4)(F)](-) (3). 3 was found to catalyze hydrosilylations of various para substituted benzaldehydes, cyclohexanecarboxaldehyde, 2-thiophenecarboxaldehyde, and 2-furfural at 120 degrees C. A screening of silanes revealed primary and secondary aromatic silanes to be most effective in the catalytic hydrosilylation with 3. Also ketones could be hydrosilylated at room temperature using 3 and PhMeSiH2. A maximum turnover frequency (TOF) of 3.2 x 10(4) h(-1) at 120 degrees C and a TOF of 4400 h(-1) was obtained at room temperature for the hydrosilylation of 4-methoxyacetophenone using PhMeSiH2 in the presence of 3. Kinetic studies revealed the reaction rate to be first order with respect to the catalyst and silane concentrations and zero order with respect to the substrate concentrations. A Hammett study for various para substituted acetophenones showed linear correlations with negative rho values of -1.14 at 120 degrees C and -3.18 at room temperature.

  DOI：

  10.1021/cs4004276

文献信息

• Platinum-Catalyzed Multicomponent Alcoholysis/Hydrosilylation and Bis-hydrosilylation of Alkynes with Dihydrosilanes
  作者：Jian-Xing Xu、Mu-Yi Chen、Zhan-Jiang Zheng、Jian Cao、Zheng Xu、Yu-Ming Cui、Li-Wen Xu

  DOI：10.1002/cctc.201700390

  日期：2017.8.23

  hydrosilylation of alkynes controlled by a platinum catalyst with a monophosphine ligand (called TBSO-MOP) was explored. The platinum-catalyzed multicomponent and sequential silylation reaction involving alkynes, alcohols, and dihydrosilanes resulted in the highly stereoselective and high-yielding construction of functional (E)-vinylsilyl ethers. Moreover, the one-pot bis-hydrosilylation of terminal alkynes with

  探索了一种用单膦配体的铂催化剂控制的炔烃氢化硅烷化的新方法（称为TBSO-MOP）。铂催化的涉及炔烃，醇和二氢硅烷的多组分和顺序硅烷化反应导致功能性（E）-乙烯基甲硅烷基醚的高度立体选择性和高产率构建。此外，在相同的铂催化剂体系下，末端炔烃与二氢硅烷的一锅双氢化硅烷化反应也得以实现。
• PREPARATION OF SI-SI BOND-BEARING COMPOUNDS
  申请人：Nakazawa Hiroshi

  公开号：US20090112013A1

  公开（公告）日：2009-04-30

  Si—Si bond-bearing compounds are effectively prepared by irradiating with radiation or heating Si—H group-bearing silicon compounds in organic solvents in the presence of iron complex catalysts. The Si—Si bond-bearing compounds are useful as a base material in photoresist compositions, ceramic precursor compositions, and conductive compositions.

  Si—Si键含有化合物通过在有机溶剂中存在铁配合物催化剂的情况下，通过辐射或加热Si—H基团含有的硅化合物有效制备。这些Si—Si键含有的化合物可用作光刻胶组合物、陶瓷前驱体组合物和导电组合物的基材料。
• Photoactivated silicon–oxygen and silicon–nitrogen heterodehydrocoupling with a commercially available iron compound
  作者：Matthew B. Reuter、Michael P. Cibuzar、James Hammerton、Rory Waterman

  DOI：10.1039/c9dt04870g

  日期：——

  Silicon-oxygen and silicon-nitrogen heterodehydrocoupling catalyzed by the commercially available cyclopentadienyl dicarbonyl iron dimer [CpFe(CO)2]2 (1) under photochemical conditions is reported. Reactions between alcohols and PhSiH3 with catalytic 1 under visible-light irradiation produced silyl ethers quantitively. Reactions between either secondary or tertiary silanes and alcohols also produced

  报道了在光化学条件下由市售的环戊二烯基二羰基铁二聚体[CpFe（CO）2] 2（1）催化的硅-氧和硅-氮杂脱氢偶联。在可见光照射下，醇与PhSiH3与催化剂1的反应定量生成了甲硅烷基醚。仲硅烷或叔硅烷与醇之间的反应也产生了甲硅烷基醚，但是，这些反应的特点是反应时间更长且转化率较低。伯胺或仲胺与硅烷与催化剂1的反应显示出混合效率，其转化率为20-100％。机理研究表明，甲硅烷基铁化合物在键形成步骤中不重要，并提出了亲核性醇盐或酰胺中间体。最重要的，
• Hydrosilane σ‐Adduct Intermediates in an Adaptive Zinc‐Catalyzed Cross‐dehydrocoupling of Si−H and O−H Bonds
  作者：Smita Patnaik、Uddhav Kanbur、Arkady Ellern、Aaron D. Sadow

  DOI：10.1002/chem.202101146

  日期：2021.7.16

  catalyzes the dehydrocoupling of primary or secondary silanes and alcohols to give silyl ethers and hydrogen, with high turnover numbers (TON; up to 107) under solvent-free conditions. Primary and secondary silanes react with small, medium, and large alcohols to give various degrees of substitution, from mono- to tri-alkoxylation, whereas tri-substituted silanes do not react with MeOH under these conditions

  三坐标Ph BOX ZnR（ Ph BOX =苯基-(4,4-二甲基-恶唑啉基；R=Me: 2 a , Et: 2 b ) 催化伯或仲硅烷和醇的脱氢偶联，生成甲硅烷基醚和氢，具有高周转数 (TON；高达10 7 ) 在无溶剂条件下。伯硅烷和仲硅烷与小醇、中醇和大醇反应，产生从单烷氧基化到三烷氧基化的各种取代度，而三取代硅烷在这些条件下不与MeOH反应。配位不饱和度对 Zn 催化剂行为的影响通过速率定律和实验速率常数的显着变化来揭示，这取决于醇和氢硅烷反应物的浓度。也就是说，催化剂调整其机制以获得最容易和最有效的转化。特别是，醇或氢硅烷与Ph BOX 上的开放配位位点结合 ZnOR催化剂形成Ph BOX 一组条件下的 ZnOR(HOR) 配合物或前所未有的 σ 加合物Ph BOX 其他条件下的ZnOR(H−SiR' 3 )。饱和动力学为后一种物质提供了证据，支持这样的假设：涉及四中心电环 2σ–2σ
• Itazaki, Masumi; Ueda, Kensuke; Nakazawa, Hiroshi, Angewandte Chemie - International Edition, 2009, vol. 48, p. 3313 - 3316
  作者：Itazaki, Masumi、Ueda, Kensuke、Nakazawa, Hiroshi

  DOI：——

  日期：——