(E)-2-styrylselenophene | 41010-30-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (E)-2-styrylselenophene
• 英文别名: 2-styryl-selenophene；2-Styryl-selenophen；2-[(E)-2-phenylethenyl]selenophene
• CAS: 41010-30-4
• 化学式: C₁₂H₁₀Se
• 分子量: 233.171
• InChiKey: LONNWZZPLKQDJL-CMDGGOBGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.91
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  (E)-2-styrylselenophene 、 N,N-二苯基-4-乙烯基苯胺 在 palladium diacetate 、 silver carbonate 、 三甲基乙酸 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 24.0h， 以24%的产率得到N,N-diphenyl-4-((E)-2-(5-((E)-styryl)selenophen-2-yl)vinyl)aniline
  参考文献：
  名称：

  Pd(II)-Catalyzed Direct Dehydrogenative Mono- and Diolefination of Selenophenes

  摘要：

  Pd(II)-catalyzed dehydrogenative Heck olefination of selenophenes with a broad olefinic substrate scope and high functional group tolerance is demonstrated. Carbonyl-substituted and phenyl-substituted olefins with electron-donating (D) and electron-accepting (A) groups can be regioselectively installed at C2 of the selenophene. The 2-olefinated selenophenes can subsequently undergo a second oxidative olefination to rapidly produce a new class of symmetrical D-pi-D or unsymmetrical D-pi-A 2,5-diolefinated selenophene materials.

  DOI：

  10.1021/acs.orglett.0c00506
• 作为产物：
  描述：

  硒酚 、 苯乙烯 在 tris-(dibenzylideneacetone)dipalladium(0) 、 silver carbonate 、 三甲基乙酸 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 24.0h， 以40%的产率得到(E)-2-styrylselenophene
  参考文献：
  名称：

  Pd(II)-Catalyzed Direct Dehydrogenative Mono- and Diolefination of Selenophenes

  摘要：

  Pd(II)-catalyzed dehydrogenative Heck olefination of selenophenes with a broad olefinic substrate scope and high functional group tolerance is demonstrated. Carbonyl-substituted and phenyl-substituted olefins with electron-donating (D) and electron-accepting (A) groups can be regioselectively installed at C2 of the selenophene. The 2-olefinated selenophenes can subsequently undergo a second oxidative olefination to rapidly produce a new class of symmetrical D-pi-D or unsymmetrical D-pi-A 2,5-diolefinated selenophene materials.

  DOI：

  10.1021/acs.orglett.0c00506

文献信息

• Jur'ew et al., Zhurnal Obshchei Khimii, 1959, vol. 29, p. 3239,3242; engl. Ausg. S. 3203, 3205
  作者：Jur'ew et al.

  DOI：——

  日期：——
• Pd(II)-Catalyzed Direct Dehydrogenative Mono- and Diolefination of Selenophenes
  作者：Shi-Yen Chen、Santosh K. Sahoo、Ching-Li Huang、Tung-Hsien Chan、Yen-Ju Cheng

  DOI：10.1021/acs.orglett.0c00506

  日期：2020.3.20

  Pd(II)-catalyzed dehydrogenative Heck olefination of selenophenes with a broad olefinic substrate scope and high functional group tolerance is demonstrated. Carbonyl-substituted and phenyl-substituted olefins with electron-donating (D) and electron-accepting (A) groups can be regioselectively installed at C2 of the selenophene. The 2-olefinated selenophenes can subsequently undergo a second oxidative olefination to rapidly produce a new class of symmetrical D-pi-D or unsymmetrical D-pi-A 2,5-diolefinated selenophene materials.