(2E,14E)-tetracosa-2,14-diene-1,13-diolide | 128677-39-4

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 大环内酯类和类似物
• 英文名称: (2E,14E)-tetracosa-2,14-diene-1,13-diolide
• 英文别名: (3E,16E)-1,14-dioxacyclohexacosa-3,16-diene-2,15-dione
• CAS: 128677-39-4
• 化学式: C₂₄H₄₀O₄
• 分子量: 392.579
• InChiKey: FRJWFQUQRUQTSA-MXWIWYRXSA-N

物化性质

• 沸点：
  590.6±23.0 °C(Predicted)
• 密度：
  0.928±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  8.2
• 重原子数：
  28
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  10-十一烯-1-醇 在 RuCl2(1,3-dimesityl-imidazolidin-2-yl)(PCy3)(=CHPh) 三乙胺 作用下， 以 二氯甲烷 、 甲苯 为溶剂， 反应 17.0h， 生成 (2E,14E)-tetracosa-2,14-diene-1,13-diolide
  参考文献：
  名称：

  Ruthenium Carbene Complexes with N,N‘-Bis(mesityl)imidazol-2-ylidene Ligands:  RCM Catalysts of Extended Scope

  摘要：

  The ruthenium carbene complexes 3a,b bearing imidazol-2-ylidene ligands constitute excellent precatalysts for ring-closing metathesis (RCM) reactions allowing the formation of tri- and tetrasubstituted cycloalkenes. They also apply to annulations that are beyond the scope of the standard Grubbs carbene 1 as well as to ring-closing reactions of acrylic acid derivatives even if the resulting alpha,beta-unsaturated lactones (or lactams) are tri- or tetrasubstituted. The reactivity of 3a was found to be highly dependent on the reaction medium: particularly high reaction rates are observed in toluene, although this solvent also leads to an increased tendency of the catalyst to isomerize the double bonds of the substrates.

  DOI：

  10.1021/jo9918504

文献信息

• Formation of Macrocycles <i>via</i> Ring-Closing Olefin Metathesis
  作者：Choon Woo Lee、Robert H. Grubbs

  DOI：10.1021/jo0158480

  日期：2001.10.1

  The enhanced metathesis activity of 1,3-dimesityl-4,5-dihydroimidazole-2-ylidene ruthenium carbene catalyst 3 significantly increases the feasibility of synthesizing macrocyclic compounds. Catalyst 3 exhibits sufficient activity in RCM to dimerize alpha,beta-unsaturated ester substrates and afford the corresponding head-to-tail (E,E)-dimeric (and trimeric) macrocycles. The dimerization appears to be

  1,3-二甲磺基1-4,5-二氢咪唑-2-亚烷基钌卡宾催化剂3的复分解活性增强，大大提高了合成大环化合物的可行性。催化剂3在RCM中表现出足够的活性以使α，β-不饱和酯底物二聚并提供相应的头尾（E，E）-二聚（和三聚）大环。二聚作用似乎在热力学控制下，产物混合物不仅取决于底物的电子和空间性质，还取决于浓度。
• Floc'h, Y. Le; Yvergnaux, F.; Toupet, L., Bulletin de la Societe Chimique de France, 1991, # 5, p. 742 - 759
  作者：Floc'h, Y. Le、Yvergnaux, F.、Toupet, L.、Gree, R.

  DOI：——

  日期：——
• Ruthenium Carbene Complexes with <i>N</i>,<i>N</i>‘-Bis(mesityl)imidazol-2-ylidene Ligands:  RCM Catalysts of Extended Scope
  作者：Alois Fürstner、Oliver R. Thiel、Lutz Ackermann、Hans-Jörg Schanz、Steven P. Nolan

  DOI：10.1021/jo9918504

  日期：2000.4.1

  The ruthenium carbene complexes 3a,b bearing imidazol-2-ylidene ligands constitute excellent precatalysts for ring-closing metathesis (RCM) reactions allowing the formation of tri- and tetrasubstituted cycloalkenes. They also apply to annulations that are beyond the scope of the standard Grubbs carbene 1 as well as to ring-closing reactions of acrylic acid derivatives even if the resulting alpha,beta-unsaturated lactones (or lactams) are tri- or tetrasubstituted. The reactivity of 3a was found to be highly dependent on the reaction medium: particularly high reaction rates are observed in toluene, although this solvent also leads to an increased tendency of the catalyst to isomerize the double bonds of the substrates.