(Z)-1-(triethylsilyl)-1-phenyl-1-propene | 136290-36-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (Z)-1-(triethylsilyl)-1-phenyl-1-propene
• 英文别名: (Z)-1-phenyl-1-(triethylsilyl)-1-propene；(Z)-alpha-triethylsilyl-beta-methylstyrene；triethyl-[(Z)-1-phenylprop-1-enyl]silane
• CAS: 136290-36-3
• 化学式: C₁₅H₂₄Si
• 分子量: 232.441
• InChiKey: PMHNIPVDTXWZNK-WCSRMQSCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.14
• 重原子数：
  16
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  1-苯基-1-丙炔 、 三乙基硅烷 、 (Z)-1-phenyl-2-(triethylsilyl)-1-propene 、 (E)-triethyl(1-phenylprop-1-en-2-yl)silane 、 (Z)-1-(triethylsilyl)-1-phenyl-1-propene 在 mer-RhCl3(PPh3)3 作用下， 反应 16.0h， 以(E)-α-triethylsilyl-β-methylstyrene were produced in a yield of 4%, 33%, 7%, and 56%的产率得到(E)-triethyl(1-phenylprop-1-enyl)silane
  参考文献：
  名称：

  Catalyst for hydrogenation, dehydrosilylation or hydrosilylation and use

  摘要：

  一种用于氢化、去氢硅基化酮类化合物或氢硅基化二烯烃或炔烃的催化剂，包括一个由以下公式表示的配合物：A.sup.+ [M.sub.2 H(C)).sub.10 ].sup.-，其中A.sup.+代表碱金属阳离子、铵阳离子、亚胺阳离子或膦阳离子；M代表铬原子、钼原子或钨原子。该配合物作为催化剂的一种生产酮类化合物的去氢硅基化产物或二烯烃或炔烃的氢硅基化产物的过程。

  公开号：

  US05182246A1
• 作为产物：
  描述：

  benzoyltriethylsilane 在 叔丁基锂 、 silica gel 作用下， 以 四氢呋喃 、 正戊烷 、 苯 为溶剂， 反应 19.0h， 生成 (Z)-1-(triethylsilyl)-1-phenyl-1-propene
  参考文献：
  名称：

  通过羟基化物合成多取代的乙烯基硅烷：立体选择性地形成β-甲硅烷基-β-内酯，然后进行脱羧。

  摘要：

  （Z）通过β-甲硅烷基-β-内酯烯醇酸酯的立体选择性质子化或烷基化来实现多取代的乙烯基硅烷的选择性合成，所述方法是通过酰基硅烷与羟基乙酸的环加成，然后脱羧而制备的。

  DOI：

  10.1039/b418310j

文献信息

• Group 6 anionic μ-hydride complexes [HM2(CO)10]− (M = Cr, Mo, W): New catalysts for hydrogenation and hydrosilylation
  作者：Takamasa Fuchikami、Yumiko Ubukata、Yasutaka Tanaka

  DOI：10.1016/s0040-4039(00)92043-4

  日期：1991.2

  Group 6 anionic μ-hydride complexes catalyze hydrogenation of conjugated olefins, aldehydes, ketoesters, and alkynes, and hydrosilylation of aldehydes and conjugated olefins with high regio- and stereoselectivity. Ketones are converted into silyl ethers and silyl enol ethers with monohydrosilanes and dihydrosilanes, respectively.

  第6组阴离子μ-氢化物络合物可催化共轭烯烃，醛，酮酸酯和炔烃的氢化反应，以及醛和共轭烯烃的氢硅烷化反应，具有较高的区域选择性和立体选择性。酮分别与一氢硅烷和二氢硅烷转化为甲硅烷基醚和甲硅烷基烯醇醚。
• Lewis Acid Catalyzed Highly Regio- and Stereocontrolled <i>Trans</i>-Hydrosilylation of Alkynes and Allenes
  作者：Tomoko Sudo、Naoki Asao、Vladimir Gevorgyan、Yoshinori Yamamoto

  DOI：10.1021/jo9824293

  日期：1999.4.1

  Lewis acids such as AlCl3 or EtAlCl2 dramatically catalyzed the hydrosilylation of alkynes 1 with trialkylsilanes to produce the corresponding cis-vinylsilanes 2 in a regio- and trans-stereoselective manner. For example, the hydrosilylation of 1-dodecyne la with triethylsilane in the presence of 0.2 equiv of AlCl3 gave cis-1-(triethylsilyl)-1-dodecene in 93% yield. Other alkyl- and phenyl-substituted terminal and internal acetylenes also underwent trans-hydrosilylation very smoothly. In the case of alkoxy- or silyloxy-substituted acetylenes, the use of 1.2 equiv of AlCl3 or EtAlCl2 was essential to obtain the corresponding trans-hydrosilylation products in high yields. Moreover, AlCl3 catalyzed the hydrosilylation of aromatic allenes 11, producing the alkenylsilanes 12 with high regio- and stereoselectivities in moderate to high chemical yields. Not only the simple monosubstituted, but also the disubstituted and trisubstituted allenes, underwent the hydrosilylation reaction smoothly, serving as a useful tool for the synthesis of differently substituted vinylsilanes which are not easily available through the previously known methodologies. The mechanisms for these catalytic reactions of alkynes and allenes are proposed.
• Lewis Acid-Catalyzed <i>trans</i>-Hydrosilylation of Alkynes
  作者：Naoki Asao、Tomoko Sudo、Yoshinori Yamamoto

  DOI：10.1021/jo961508g

  日期：1996.1.1
• A synthesis of multisubstituted vinylsilanes via ynolates: stereoselective formation of β-silyl-β-lactones followed by decarboxylation
  作者：Mitsuru Shindo、Kenji Matsumoto、Kozo Shishido

  DOI：10.1039/b418310j

  日期：——

  (Z)-Selective synthesis of multisubstituted vinylsilanes was achieved by stereoselective protonation or alkylation of beta-silyl-beta-lactone enolates, prepared by cycloadditions of acylsilanes with ynolates, followed by decarboxylation.

  （Z）通过β-甲硅烷基-β-内酯烯醇酸酯的立体选择性质子化或烷基化来实现多取代的乙烯基硅烷的选择性合成，所述方法是通过酰基硅烷与羟基乙酸的环加成，然后脱羧而制备的。
• Catalyst for hydrogenation, dehydrosilylation or hydrosilylation and use
  申请人：Sagami Chemical Research Center

  公开号：US05182246A1

  公开（公告）日：1993-01-26

  A catalyst for hydrogenation, dehydrosilylation of ketones, or hydrosililation of dienes or acetylenes, comprising a complex represented the the formula: A.sup.+ [M.sub.2 H(C)).sub.10 ].sup.- wherein A.sup.+ represents an alkali metal cation, an ammonium cation, an iminium cation, or a phosphonium cation; and M represents a chromium atom, a molybdenum atom, or a tungsten atom; and a process for producing dehydrosilylation products of ketones or hydrosilylation products of dienes or acetylenes, which is characterized by using the complex as a catalyst.

  一种用于氢化、去氢硅基化酮类化合物或氢硅基化二烯烃或炔烃的催化剂，包括一个由以下公式表示的配合物：A.sup.+ [M.sub.2 H(C)).sub.10 ].sup.-，其中A.sup.+代表碱金属阳离子、铵阳离子、亚胺阳离子或膦阳离子；M代表铬原子、钼原子或钨原子。该配合物作为催化剂的一种生产酮类化合物的去氢硅基化产物或二烯烃或炔烃的氢硅基化产物的过程。