diethyl 5,5'-(2,3-dihydrothieno[3,4-b][1,4]dioxine-5,7-diyl)bis(N-dodecyl-3,4-(propylene-1,3-dioxy)pyrrole-2-carboxylate) | 1218780-30-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 英文名称: diethyl 5,5'-(2,3-dihydrothieno[3,4-b][1,4]dioxine-5,7-diyl)bis(N-dodecyl-3,4-(propylene-1,3-dioxy)pyrrole-2-carboxylate)
• 英文别名: ethyl 7-dodecyl-8-[5-(7-dodecyl-6-ethoxycarbonyl-3,4-dihydro-2H-[1,4]dioxepino[2,3-c]pyrrol-8-yl)-2,3-dihydrothieno[3,4-b][1,4]dioxin-7-yl]-3,4-dihydro-2H-[1,4]dioxepino[2,3-c]pyrrole-6-carboxylate
• CAS: 1218780-30-3
• 化学式: C₅₀H₇₆N₂O₁₀S
• 分子量: 897.227
• InChiKey: AIJFULIPHFWSSH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  14.5
• 重原子数：
  63
• 可旋转键数：
  30
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.72
• 拓扑面积：
  146
• 氢给体数：
  0
• 氢受体数：
  11

反应信息

• 作为反应物：
  描述：

  diethyl 5,5'-(2,3-dihydrothieno[3,4-b][1,4]dioxine-5,7-diyl)bis(N-dodecyl-3,4-(propylene-1,3-dioxy)pyrrole-2-carboxylate) 在 水 、 potassium hydroxide 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 生成 、 、 8-[5-(6-carboxy-7-dodecyl-3,4-dihydro-2H-[1,4]dioxepino[2,3-c]pyrrol-8-yl)-2,3-dihydrothieno[3,4-b][1,4]dioxin-7-yl]-7-dodecyl-3,4-dihydro-2H-[1,4]dioxepino[2,3-c]pyrrole-6-carboxylic acid
  参考文献：
  名称：

  Dioxypyrrole-Based Polymers via Dehalogenation Polycondensation Using Various Electrophilic Halogen Sources

  摘要：

  A convenient and efficient deiodination polycondensation method for the synthesis of dioxypyrrole-based (XDOP) polymers is reported. N-Halosuccinimides, iodine, and bromine were evaluated as halogenating agents to produce 2,5-halodioxypyrroles in situ via halodecarboxylation of 3,4-dioxypyrrole-2,5-dicarboxylic acids, which were then polymerized at 60 degrees C using dichloromethane or chloroform as solvent. When iodine and N-iodosuccinimide were employed as electrophilic halogen sources, the methodology produced macromolecules (M-n = 6.2-22.9 kDa) in satisfactory yields (55-71%) for two N-alkyl-3,4-dialkyloxypyrrole-based monomers that were tested. This method can be employed to produce a variety of XDOP-based homopolymers and regioregular copolymers starting from discrete oligomers under relatively mild reaction conditions.

  DOI：

  10.1021/ma300684t
• 作为产物：
  描述：

  potassium N-dodecyl-5-(ethoxycarbonyl)-3,4-(propylene-1,3-dioxy)pyrrole-2-carboxylate 、 2,5-二溴-3,4-乙烯基二氧噻吩 在 N-甲基吡咯烷酮 、 bis(acetylacetonato)palladium(II) 、 三(邻甲基苯基)磷 作用下， 以99%的产率得到diethyl 5,5'-(2,3-dihydrothieno[3,4-b][1,4]dioxine-5,7-diyl)bis(N-dodecyl-3,4-(propylene-1,3-dioxy)pyrrole-2-carboxylate)
  参考文献：
  名称：

  3,4-Propylenedioxypyrrole-Based Conjugated Oligomers via Pd-Mediated Decarboxylative Cross Coupling

  摘要：

  An effective decarboxylative cross-coupling involving a 3,4-dioxypyrrole is reported. Several conjugated oligomers were synthesized in high yields using various aryl bromides. No copper salt or other transmetalating agent was required. The reaction conditions employed displayed relatively low sensitivity toward the presence of water.

  DOI：

  10.1021/ol100231g