phenyl(2-(2-phenylethynyl)phenyl)selane | 1579294-70-4

• 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: phenyl(2-(2-phenylethynyl)phenyl)selane
• 英文别名: 1-(2-Phenylethynyl)-2-phenylselanylbenzene；1-(2-phenylethynyl)-2-phenylselanylbenzene
• CAS: 1579294-70-4
• 化学式: C₂₀H₁₄Se
• 分子量: 333.291
• InChiKey: MWIDBGCOXZNHTE-UHFFFAOYSA-N

物化性质

• 沸点：
  460.6±28.0 °C(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.74
• 重原子数：
  21
• 可旋转键数：
  4
• 环数：
  3.0
• 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

• 作为产物：
  描述：

  二苯基二硒醚 、 2-苯基乙炔基胺 在 亚硝酸特丁酯 、 eosin 作用下， 以 二甲基亚砜 为溶剂， 反应 4.0h， 以84%的产率得到phenyl(2-(2-phenylethynyl)phenyl)selane
  参考文献：
  名称：

  Visible Light Photocatalyzed Direct Conversion of Aryl-/Heteroarylamines to Selenides at Room Temperature

  摘要：

  A novel strategy for the direct conversion of aryl- and heteroarylamines to selenides has been developed via diazotization of amines with tert-butyl nitrite in neutral medium followed by reaction with diaryl/diheteroaryl/dialkyl diselenides in one pot under photocatalysis at room temperature in the absence of any metal. This reaction is also applied for the synthesis of tellurides. The selenylation of heteroarylamine by this protocol is of much significance because of the difficulty in diazotization of these molecules by a standard diazotization method in acid medium.

  DOI：

  10.1021/ol500567t

文献信息

• Cu-Catalyzed Three-Component Coupling of Aryne, Alkyne, and Benzenesulfonothioate: Modular Synthesis of <i>o</i>-Alkynyl Arylsulfides
  作者：Xianglong Peng、Chen Ma、Chen-Ho Tung、Zhenghu Xu

  DOI：10.1021/acs.orglett.6b02027

  日期：2016.9.2

  copper-catalyzed three-component coupling reaction of in situ formed arynes, terminal alkynes, and benzenesulfonothioates is described. This reaction provides an efficient modular synthesis of o-alkynyl arylsulfides from easily available starting materials. This process involves one C–S bond and one C–C bond formation in one pot.

  描述了铜催化的原位形成的芳烃，末端炔烃和苯磺酰硫酸酯的三组分偶联反应。该反应提供了从容易获得的起始原料有效合成模块化的o-炔基芳基硫化物的方法。此过程涉及在一个罐中形成一个C–S键和一个C–C键。
• Visible Light Photocatalyzed Direct Conversion of Aryl-/Heteroarylamines to Selenides at Room Temperature
  作者：Debasish Kundu、Sabir Ahammed、Brindaban C. Ranu

  DOI：10.1021/ol500567t

  日期：2014.3.21

  A novel strategy for the direct conversion of aryl- and heteroarylamines to selenides has been developed via diazotization of amines with tert-butyl nitrite in neutral medium followed by reaction with diaryl/diheteroaryl/dialkyl diselenides in one pot under photocatalysis at room temperature in the absence of any metal. This reaction is also applied for the synthesis of tellurides. The selenylation of heteroarylamine by this protocol is of much significance because of the difficulty in diazotization of these molecules by a standard diazotization method in acid medium.