1,4-bis(3,5-bis(ethoxycarbonyl)-4-propyl-2-pyrrolyl)-1,4-butanedione | 142038-34-4

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 1,4-bis(3,5-bis(ethoxycarbonyl)-4-propyl-2-pyrrolyl)-1,4-butanedione
• 英文别名: diethyl 5-[4-[3,5-bis(ethoxycarbonyl)-4-propyl-1H-pyrrol-2-yl]-4-oxo-butanoyl]-3-propyl-1H-pyrrole-2,4-dicarboxylate；diethyl 5-[4-[3,5-bis(ethoxycarbonyl)-4-propyl-1H-pyrrol-2-yl]-4-oxobutanoyl]-3-propyl-1H-pyrrole-2,4-dicarboxylate
• CAS: 142038-34-4
• 化学式: C₃₀H₄₀N₂O₁₀
• 分子量: 588.655
• InChiKey: XYXRQAAQUIONIT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.3
• 重原子数：
  42
• 可旋转键数：
  21
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  171
• 氢给体数：
  2
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  1,4-bis(3,5-bis(ethoxycarbonyl)-4-propyl-2-pyrrolyl)-1,4-butanedione 在 劳森试剂 、 sodium hydroxide 作用下， 以 甲苯 为溶剂， 240.0 ℃ 、13.33 Pa 条件下， 反应 28.0h， 生成 2,5-bis(4-propyl-2-pyrrolyl)thiophene
  参考文献：
  名称：

  Synthesis and characterization of a new 26.pi.-aromatic thiophene-containing macrocyclic ligand

  摘要：

  A new porphyrin-like or ''pentaplanar'' macrocyclic ligand (9) has been synthesized by a McMurray coupling of 2,5-bis(5-formyl-4-propyl-2-pyrrolyl)thiophene, followed by air oxidation in chloroform. This highly stable macrocycle is aromatic, as evidenced by its UV-visible and H-1 NMR spectra. The pathway to 9 as well as the synthesis of two asymmetric dipyrrolylthiophenes is also described.

  DOI：

  10.1021/jo00042a019
• 作为产物：
  描述：

  丁酰乙酸乙酯 在 磺酰氯 、 3,4-二甲基-5-(2-羟乙基)碘代噻唑 、 溶剂黄146 、 三乙胺 、 锌 、 sodium nitrite 作用下， 以 1,4-二氧六环 为溶剂， 反应 24.0h， 生成 1,4-bis(3,5-bis(ethoxycarbonyl)-4-propyl-2-pyrrolyl)-1,4-butanedione
  参考文献：
  名称：

  Synthesis and characterization of a new 26.pi.-aromatic thiophene-containing macrocyclic ligand

  摘要：

  A new porphyrin-like or ''pentaplanar'' macrocyclic ligand (9) has been synthesized by a McMurray coupling of 2,5-bis(5-formyl-4-propyl-2-pyrrolyl)thiophene, followed by air oxidation in chloroform. This highly stable macrocycle is aromatic, as evidenced by its UV-visible and H-1 NMR spectra. The pathway to 9 as well as the synthesis of two asymmetric dipyrrolylthiophenes is also described.

  DOI：

  10.1021/jo00042a019

文献信息

• Synthesis and characterization of the new 22-π aromatic furan-containing macrocycle, “ozaphyrin”
  作者：Douglas C. Miller、Martin R. Johnson、John J. Becker、James A. Ibers

  DOI：10.1002/jhet.5570300604

  日期：1993.12

  The new 22-π, aromatic “pentaplanar” macrocycle, ozaphyrin (6), has been synthesized by a McMurry coupling of 5,5′-diformyl-4,4′-dipropyl-2,2′-bipyrrole (1) with 2,5-bis(5-formyl-4-propyl-2-pyrrolyl)furan (5). This synthetic pathway to ozaphyrin and its characterization by 1H nmr spectroscopy, uv-visible spectroscopy, cyclic voltammetry, and X-ray crystallography are described. The structure consists

  新的22-π芳香族“五平面”大环杂卟啉（6）是通过5,5'-二甲酰基-4,4'-二丙基-2,2'-联吡咯（1）与2的McMurry偶联合成的，5-双（5-甲酰基-4-丙基-2-吡咯基）呋喃（5）。描述了该合成的奥扎弗林途径及其通过1 H nmr光谱，紫外-可见光谱，循环伏安法和X射线晶体学表征。该结构由垂直于α轴堆叠的平面交错大环层组成。za杂卟啉在单斜空间群C 5 2h -P2 1 / n中具有四个分子式在尺寸为a = 10.481（7）Å，b = 17.353（17）Å，c = 18.726（12）Å和β= 102.84（5）°（108 K）的像元中。在F 2（5171唯一反射，411个变量）上将结构细化为R w（F o 2）= 0.165。对于3289次反射，当F o 2 > 2 o（F o 2）时，常规一致性指数R（F）为0.074 。
• JP2016/160239
  申请人：——

  公开号：——

  公开（公告）日：——
• Sessler, Jonathan L.; Weghorn, Steven J.; Lynch, Vincent, Angewandte Chemie, 1994, vol. 106, # 14, p. 1572 - 1575
  作者：Sessler, Jonathan L.、Weghorn, Steven J.、Lynch, Vincent、Johnson, Martin R.

  DOI：——

  日期：——
• Synthesis and characterization of a new 26.pi.-aromatic thiophene-containing macrocyclic ligand
  作者：Martin R. Johnson、Douglas C. Miller、Kristine Bush、John J. Becker、James A. Ibers

  DOI：10.1021/jo00042a019

  日期：1992.7

  A new porphyrin-like or ''pentaplanar'' macrocyclic ligand (9) has been synthesized by a McMurray coupling of 2,5-bis(5-formyl-4-propyl-2-pyrrolyl)thiophene, followed by air oxidation in chloroform. This highly stable macrocycle is aromatic, as evidenced by its UV-visible and H-1 NMR spectra. The pathway to 9 as well as the synthesis of two asymmetric dipyrrolylthiophenes is also described.