1-Prop-2-enoxy-6-(6-prop-2-ynoxyhexa-2,4-diynoxy)hexa-2,4-diyne | 874894-31-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-Prop-2-enoxy-6-(6-prop-2-ynoxyhexa-2,4-diynoxy)hexa-2,4-diyne
• 英文别名: 1-prop-2-enoxy-6-(6-prop-2-ynoxyhexa-2,4-diynoxy)hexa-2,4-diyne
• CAS: 874894-31-2
• 化学式: C₁₈H₁₆O₃
• 分子量: 280.323
• InChiKey: UVZPNDIHRHCJCL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  21
• 可旋转键数：
  9
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  27.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-Prop-2-enoxy-6-(6-prop-2-ynoxyhexa-2,4-diynoxy)hexa-2,4-diyne 在 RuCl2(1,3-dimesityl-imidazolidin-2-yl)(PCy3)(=CHPh) 作用下， 以 二氯甲烷 为溶剂， 反应 4.0h， 以49%的产率得到3-[2-(2,5-Dihydrofuran-3-yl)ethynyl]-4-[2-(4-ethenyl-2,5-dihydrofuran-3-yl)ethynyl]-2,5-dihydrofuran
  参考文献：
  名称：

  Metathesis and Metallotropy:  A Versatile Combination for the Synthesis of Oligoenynes

  摘要：

  We have demonstrated that the combined use of enyne metathesis and metallotropic [1,3]-shift of the corresponding alkynyl ruthenium carbenes is a powerful synthetic tool to construct oligoenynes. In this reaction, alkynyl carbene intermediates formed from an initial ring-closing metathesis reaction (RCM) undergo repetitive [1,3]-shifts and RCMs to give the final products. Linear poly-1,3-diynes containing repeating functionality of the type -[XCH2CCCCCH2]n- generated long-chain conjugated oligoenynes up to n = 5.

  DOI：

  10.1021/ja057153c
• 作为产物：
  描述：

  丙炔醚 在 copper(l) iodide 、 盐酸羟胺 、 sodium hydride 、 正丁胺 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 生成 1-Prop-2-enoxy-6-(6-prop-2-ynoxyhexa-2,4-diynoxy)hexa-2,4-diyne
  参考文献：
  名称：

  Metathesis and Metallotropy:  A Versatile Combination for the Synthesis of Oligoenynes

  摘要：

  We have demonstrated that the combined use of enyne metathesis and metallotropic [1,3]-shift of the corresponding alkynyl ruthenium carbenes is a powerful synthetic tool to construct oligoenynes. In this reaction, alkynyl carbene intermediates formed from an initial ring-closing metathesis reaction (RCM) undergo repetitive [1,3]-shifts and RCMs to give the final products. Linear poly-1,3-diynes containing repeating functionality of the type -[XCH2CCCCCH2]n- generated long-chain conjugated oligoenynes up to n = 5.

  DOI：

  10.1021/ja057153c

文献信息

• Metathesis and Metallotropy:  A Versatile Combination for the Synthesis of Oligoenynes
  作者：Mansuk Kim、Daesung Lee

  DOI：10.1021/ja057153c

  日期：2005.12.1

  We have demonstrated that the combined use of enyne metathesis and metallotropic [1,3]-shift of the corresponding alkynyl ruthenium carbenes is a powerful synthetic tool to construct oligoenynes. In this reaction, alkynyl carbene intermediates formed from an initial ring-closing metathesis reaction (RCM) undergo repetitive [1,3]-shifts and RCMs to give the final products. Linear poly-1,3-diynes containing repeating functionality of the type -[XCH2CCCCCH2]n- generated long-chain conjugated oligoenynes up to n = 5.