(3Z,5Z)-2,6-dibutyl-3,5-bis(4-ethynylbenzylidene)-2,3,5,6-tetrahydropyrrolo[3,4-f ]isoindole-1,7-dione | 1356125-96-6

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二芳基庚烷
• 英文名称: (3Z,5Z)-2,6-dibutyl-3,5-bis(4-ethynylbenzylidene)-2,3,5,6-tetrahydropyrrolo[3,4-f ]isoindole-1,7-dione
• 英文别名: (3Z,5Z)-2,6-dibutyl-3,5-bis[(4-ethynylphenyl)methylidene]pyrrolo[3,4-f]isoindole-1,7-dione
• CAS: 1356125-96-6
• 化学式: C₃₆H₃₂N₂O₂
• 分子量: 524.662
• InChiKey: WLNJHUYDYDESHK-YWQXDYITSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.2
• 重原子数：
  40
• 可旋转键数：
  10
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  40.6
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  4,6-二溴间苯二甲酸 在 吡啶 、 bis-triphenylphosphine-palladium(II) chloride 、 copper(l) iodide 、 氯化亚砜 、 四丁基氟化铵 、 三乙胺 作用下， 以 四氢呋喃 、 二氯甲烷 、 苯 为溶剂， 反应 23.0h， 生成 2,6-dibutyl-3,5-bis(4-ethynylbenzylidene)-2,3,5,6-tetrahydropyrrolo[3,4-f ]isoindole-1,7-dione 、 2,6-dibutyl-3,5-bis(4-ethynylbenzylidene)-2,3,5,6-tetrahydropyrrolo[3,4-f ]isoindole-1,7-dione 、 (3Z,5Z)-2,6-dibutyl-3,5-bis(4-ethynylbenzylidene)-2,3,5,6-tetrahydropyrrolo[3,4-f ]isoindole-1,7-dione
  参考文献：
  名称：

  Synthesis of Extended, π-Conjugated Isoindolin-1-ones

  摘要：

  The synthesis and characterization of extended, conjugated molecules containing isoindolinone units was explored. Nucleophilic cyclizations between an amide and an alkyne were found to be an efficient method of producing the desired isoindolin-1-ones in high yields. A variety of derivatives were synthesized, demonstrating that a number of structural alterations could be made while maintaining good regio- and stereospecificity in the cyclized product.

  DOI：

  10.1021/jo2021345

文献信息

• Synthesis of Extended, π-Conjugated Isoindolin-1-ones
  作者：Alex Bubar、Paula Estey、Michael Lawson、Sara Eisler

  DOI：10.1021/jo2021345

  日期：2012.2.3

  The synthesis and characterization of extended, conjugated molecules containing isoindolinone units was explored. Nucleophilic cyclizations between an amide and an alkyne were found to be an efficient method of producing the desired isoindolin-1-ones in high yields. A variety of derivatives were synthesized, demonstrating that a number of structural alterations could be made while maintaining good regio- and stereospecificity in the cyclized product.