4,7-di(prop-1-en-1-yl)benzo[d][1,3]dioxole | 1374112-67-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并间二氧杂环戊烯类
• 英文名称: 4,7-di(prop-1-en-1-yl)benzo[d][1,3]dioxole
• CAS: 1374112-67-0
• 化学式: C₁₃H₁₄O₂
• 分子量: 202.253
• InChiKey: VSOQZEIDSXQBFI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.48
• 重原子数：
  15.0
• 可旋转键数：
  2.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  18.46
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为产物：
  描述：

  邻苯二甲醚 在 正丁基锂 、 四甲基乙二胺 、 三溴化硼 、 potassium 2-methylbutan-2-olate 、 potassium carbonate 作用下， 以 四氢呋喃 、 乙醚 、 正己烷 、 二氯甲烷 、 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 反应 24.5h， 生成 4,7-di(prop-1-en-1-yl)benzo[d][1,3]dioxole
  参考文献：
  名称：

  Synthesis and Properties of Bimetallic Hoveyda–Grubbs Metathesis Catalysts

  摘要：

  The catalytic activity of ruthenium Hoveyda-Grubbs complexes in olefin metathesis is a function of complex steric and electronic effects acting on initiation and propagation steps. In order to study the pi-electron factors influencing the initiation process, we attempted syntheses of bimetallic complexes with common organic ligands bearing two chelate rings. While most of the studied ligand exchange reactions of the isomeric bis-chelating benzene derivatives gave mixtures of unstable complexes, a homodinuclear derivative of 1,4-dimethoxy-2,5-divinylbenzene was sparingly soluble and precipitated from the reaction mixture in a pure form. The complex was studied with spectroscopic and X-ray methods, which confirmed the symmetrical bimetallic structure. However, in model metathesis reactions the catalyst displayed activity very comparable to the related monometallic complexes. This suggests that in the bimetallic system two consecutive initiation processes of the metathesis catalyst (first, bimetallic complex + olefin -> monometallic complex + propagating species; second, monometallic complex + olefin -> styrene + propagating species) proceed at similar rates and, thus, no cooperativity between the two steps is displayed. Properties of the family of bimetallic complexes were probed with NMR studies, and pi-electronic effects operating in the systems were discussed.

  DOI：

  10.1021/om3001372