(E)-dimethylphenyl[(pent-2-en-3-yl)oxy]silane | 65335-72-0

• 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: (E)-dimethylphenyl[(pent-2-en-3-yl)oxy]silane
• 英文别名: dimethyl-[(E)-pent-2-en-3-yl]oxy-phenylsilane
• CAS: 65335-72-0；120501-76-0；107995-01-7
• 化学式: C₁₃H₂₀OSi
• 分子量: 220.387
• InChiKey: RXCYQWVFRAVAOI-LFYBBSHMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.43
• 重原子数：
  15.0
• 可旋转键数：
  4.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  9.23
• 氢给体数：
  0.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  苯甲醛 、 (E)-dimethylphenyl[(pent-2-en-3-yl)oxy]silane 以68%的产率得到
  参考文献：
  名称：

  MUKAIYAMA, TERUAKI;OHNO, TAKASHI;HAN, JEONG SIK;KOBAYASHI, SHU, CHEM. LETT. ,(1991) N, C. 949-952

  摘要：

  DOI：
• 作为产物：
  描述：

  二甲基苯基硅烷 、 3-戊酮 在 C₂₈H₃₅PRuS⁽¹⁺⁾*C₃₃H₁₅BF₂₃^(1-) 作用下， 以 正己烷 为溶剂， 反应 0.08h， 生成 (Z)-dimethylphenyl[(pent-2-en-3-yl)oxy]silane 、 (E)-dimethylphenyl[(pent-2-en-3-yl)oxy]silane
  参考文献：
  名称：

  Base-Free Dehydrogenative Coupling of Enolizable Carbonyl Compounds with Silanes

  摘要：

  A dehydrogenative coupling between enolizable carbonyl compounds and equimolar amounts of triorganosilanes catalyzed by a tethered ruthenium complex with a Ru-S bond is reported. The complex Is assumed to fulfill a dual role by activating the Si-H bond to release a silicon electrophile and by abstracting an a-proton from the intermediate silylcarboxonium ion, only liberating dihydrogen as the sole byproduct. Reaction rates are exceedingly high at room temperature with very low loadings of the ruthenium catalyst.

  DOI：

  10.1021/ol301089r

文献信息

• THE STEREOSELECTIVE MICHAEL REACTION BETWEEN SILYL ENOL ETHERS AND α,β-UNSATURATED KETONES BY THE USE OF TRITYL PERCHLORATE AS A CATALYST
  作者：Teruaki Mukaiyama、Masanori Tamura、Shu Kobayashi

  DOI：10.1246/cl.1986.1017

  日期：1986.6.5

  The Michael adducts are obtained with good to excellent ul selectivity by treating silyl enol ethers with α,β-unsaturated ketones in the presence of a catalytic amount of trityl perchlorate.

  通过在催化量的高氯酸三苯甲基酯存在下用 α,β-不饱和酮处理甲硅烷基烯醇醚，以良好至极好的 ul 选择性获得迈克尔加合物。
• MUKAIYAMA, TERUAKI;OHNO, TAKASHI;HAN, JEONG SIK;KOBAYASHI, SHU, CHEM. LETT. ,(1991) N, C. 949-952
  作者：MUKAIYAMA, TERUAKI、OHNO, TAKASHI、HAN, JEONG SIK、KOBAYASHI, SHU

  DOI：——

  日期：——
• MUKAIYAMA, TERUAKI;TAMURA, MASANORI;KOBAYASHI, SHU, CHEM. LETT., 1986, N 6, 1017-1020
  作者：MUKAIYAMA, TERUAKI、TAMURA, MASANORI、KOBAYASHI, SHU

  DOI：——

  日期：——
• ONAKA ATSUSI, CHEM. AND CHEM. IND., 39,(1986) N 8, 621-622
  作者：ONAKA ATSUSI

  DOI：——

  日期：——
• Base-Free Dehydrogenative Coupling of Enolizable Carbonyl Compounds with Silanes
  作者：C. David F. Königs、Hendrik F. T. Klare、Yasuhiro Ohki、Kazuyuki Tatsumi、Martin Oestreich

  DOI：10.1021/ol301089r

  日期：2012.6.1

  A dehydrogenative coupling between enolizable carbonyl compounds and equimolar amounts of triorganosilanes catalyzed by a tethered ruthenium complex with a Ru-S bond is reported. The complex Is assumed to fulfill a dual role by activating the Si-H bond to release a silicon electrophile and by abstracting an a-proton from the intermediate silylcarboxonium ion, only liberating dihydrogen as the sole byproduct. Reaction rates are exceedingly high at room temperature with very low loadings of the ruthenium catalyst.