[6-(4-methoxy-phenyl)-hexa-1,3,5-triynyl]-trimethyl-silane | 835874-32-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: [6-(4-methoxy-phenyl)-hexa-1,3,5-triynyl]-trimethyl-silane
• 英文别名: 6-(4-Methoxyphenyl)hexa-1,3,5-triynyl-trimethylsilane
• CAS: 835874-32-3
• 化学式: C₁₆H₁₆OSi
• 分子量: 252.388
• InChiKey: BVOWEWQVFSGUOS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.93
• 重原子数：
  18
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 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：

  [6-(4-methoxy-phenyl)-hexa-1,3,5-triynyl]-trimethyl-silane 在 potassium carbonate 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 1.0h， 生成 p-Methoxy-phenyl-hexatriin
  参考文献：
  名称：

  Synthesis, Structure, and Nonlinear Optical Properties of Diarylpolyynes

  摘要：

  A series of alpha,omega-diarylpolyynes has been synthesized. In addition to the synthesis of three hexaynes (3a-c), a notably improved synthesis of 1,16-diphenylhexadecaoctayne (5) is described. The third-order nonlinear optical characteristics for these molecules have been studied and show a substantial increase in molecular hyperpolarizability (gamma) as a function of increasing length. The unusual solid-state structures of compounds 3a and 3b are reported.

  DOI：

  10.1021/ol047931q
• 作为产物：
  描述：

  p-Methoxyphenyl-trimethylsilyl-butadiin-keton 在 正丁基锂 、 三乙胺 、 三苯基膦 作用下， 以 正己烷 、 二氯甲烷 为溶剂， 反应 4.5h， 生成 [6-(4-methoxy-phenyl)-hexa-1,3,5-triynyl]-trimethyl-silane
  参考文献：
  名称：

  Synthesis, Structure, and Nonlinear Optical Properties of Diarylpolyynes

  摘要：

  A series of alpha,omega-diarylpolyynes has been synthesized. In addition to the synthesis of three hexaynes (3a-c), a notably improved synthesis of 1,16-diphenylhexadecaoctayne (5) is described. The third-order nonlinear optical characteristics for these molecules have been studied and show a substantial increase in molecular hyperpolarizability (gamma) as a function of increasing length. The unusual solid-state structures of compounds 3a and 3b are reported.

  DOI：

  10.1021/ol047931q

文献信息

• Diels-Alder Cycloaddition of Tetraphenylcyclopentadienone and 1,3,5-Hexatriynes
  作者：Anna Chiara Sale、Adrian H. Murray、Dominik Prenzel、Frank Hampel、Lidia De Luca、Rik R. Tykwinski

  DOI：10.1002/ejoc.201600116

  日期：2016.5

  Diels–Alder cycloaddition reactions of 1,3,5-hexatriynes with tetraphenylcyclopentadienone have been performed, and mainly gave 1,2-diethynyl-3,4,5,6-tetraphenylbenzene derivatives as products. The Diels–Alder reactions were optimized under conventional heating and microwave irradiation conditions, and showed good selectivity towards the central carbon–carbon triple bond of the triyne. Empirical evidence

  已经进行了 1,3,5-己三炔与四苯基环戊二烯酮的 Diels-Alder 环加成反应，主要得到 1,2-二乙炔基-3,4,5,6-四苯基苯衍生物作为产物。Diels-Alder 反应在常规加热和微波辐射条件下进行了优化，并对三炔的中心碳-碳三键显示出良好的选择性。经验证据表明，反应的选择性主要受三炔端基的空间需求控制。一些 Diels-Alder 产品可以通过一系列的脱甲硅烷基化和氧化同源偶联来进一步加工，以提供二聚体产品。通过Pd催化优化均偶联反应。报道了两种衍生物的 X 射线晶体学分析。