4-Butoxy-4'-butoxy-α-cyanostilben | 60982-01-6

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: 4-Butoxy-4'-butoxy-α-cyanostilben
• CAS: 60982-01-6
• 化学式: C₂₃H₂₇NO₂
• 分子量: 349.473
• InChiKey: GJYVZNRJRNREON-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.11
• 重原子数：
  26.0
• 可旋转键数：
  10.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  42.25
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  异氰基乙酸乙酯 、 4-Butoxy-4'-butoxy-α-cyanostilben 在 potassium tert-butylate 作用下， 以 四氢呋喃 为溶剂， 反应 72.0h， 以56%的产率得到ethyl 3,4-bis(4-butoxyphenyl)-1H-pyrrole-2-carboxylate
  参考文献：
  名称：

  Expanded Hexapyrrolohexaazacoronenes. Near-Infrared Absorbing Chromophores with Interrupted Peripheral Conjugation

  摘要：

  A family of azacoronenes containing up to two saturated bridges at the periphery was synthesized from substituted hexapyrrolylbenzenes using a two-step condensation-aromatization procedure. The introduction of peripheral bridges provides access to nonplanar, sterically crowded systems that display complex reactivity patterns, involving stereospecific aromatization of bridges and nudeophile additions. Despite the interrupted conjugation on the periphery, the new azacoronenes have easily accessible higher oxidation levels, and a quadruply charged species was chemically generated by reaction with SbCl5. These oxidized species show extensive pi-electron conjugation and are efficient UV-vis-NIR absorbers, active up to ca. 2400 nm. Interruption of peripheral conjugation is shown to induce a tendency toward biradicaloid electron configurations in doubly oxidized species.

  DOI：

  10.1021/ja508963v
• 作为产物：
  描述：

  对羟基苯甲醛 在 sodium tetrahydroborate 、 氯化亚砜 、 sodium ethanolate 作用下， 以 四氢呋喃 、 乙醇 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 74.33h， 生成 4-Butoxy-4'-butoxy-α-cyanostilben
  参考文献：
  名称：

  Expanded Hexapyrrolohexaazacoronenes. Near-Infrared Absorbing Chromophores with Interrupted Peripheral Conjugation

  摘要：

  A family of azacoronenes containing up to two saturated bridges at the periphery was synthesized from substituted hexapyrrolylbenzenes using a two-step condensation-aromatization procedure. The introduction of peripheral bridges provides access to nonplanar, sterically crowded systems that display complex reactivity patterns, involving stereospecific aromatization of bridges and nudeophile additions. Despite the interrupted conjugation on the periphery, the new azacoronenes have easily accessible higher oxidation levels, and a quadruply charged species was chemically generated by reaction with SbCl5. These oxidized species show extensive pi-electron conjugation and are efficient UV-vis-NIR absorbers, active up to ca. 2400 nm. Interruption of peripheral conjugation is shown to induce a tendency toward biradicaloid electron configurations in doubly oxidized species.

  DOI：

  10.1021/ja508963v