N,N-dibutyl-4-((triisopropylsilyl)ethynyl)aniline | 1253385-70-4

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: N,N-dibutyl-4-((triisopropylsilyl)ethynyl)aniline
• 英文别名: N,N-dibutyl-4-[2-tri(propan-2-yl)silylethynyl]aniline
• CAS: 1253385-70-4
• 化学式: C₂₅H₄₃NSi
• 分子量: 385.709
• InChiKey: XOFADRUMEQRAJL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.66
• 重原子数：
  27
• 可旋转键数：
  12
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.68
• 拓扑面积：
  3.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  N,N-dibutyl-4-((triisopropylsilyl)ethynyl)aniline 在 四丁基氟化铵 作用下， 以 四氢呋喃 为溶剂， 生成 (4-di-n-butylamino)phenylacetylene
  参考文献：
  名称：

  Synthesis and Electrochemical and Theoretical Studies of V-Shaped Donor−Acceptor Hexaazatriphenylene Derivatives for Second Harmonic Generation

  摘要：

  In this article we describe novel synthetic strategies toward well-defined disubstituted conjugated hexaazatriphenylene (HAT) derivatives The systems are designed as novel V-shaped chromophores displaying C-2 symmetry suitable for nonlinear optical investigations Different donor moieties and linkers have been used in order to tune the electrochemical properties as well as the absorption spectra of the novel HAT derivatives mu beta values as high as 1010 x 10(-48) esu have been obtained for a derivative containing the electron-rich dibutyl-amino moiety Theoretical calculations have been performed showing a reasonable agreement with the experimental results and supporting the two-dimensional NLO character of these chromophores

  DOI：

  10.1021/jo101311v
• 作为产物：
  描述：

  三异丙基[(三甲基硅烷基)乙炔基]硅烷 在 三氟甲磺酸三甲基硅酯 、 gold(I) chloride 作用下， 以 异丙醇 、 乙腈 为溶剂， 反应 21.67h， 生成 N,N-dibutyl-4-((triisopropylsilyl)ethynyl)aniline
  参考文献：
  名称：

  苯胺的对位选择性金催化直接烷基化

  摘要：

  一种用于苯胺的对位选择性炔基化方法是使用AUCL作为催化剂和三报道异propylsilylethynyl -1,2-苯碘酰-3（1 ħ） -酮（TIPS-EBX）作为亲电乙炔等效。在空气中，在温和的条件下（室温至60°C），由简单的苯胺一步获得在2或3位取代的对炔基苯胺。该方法还可以扩展到三甲氧基苯的炔基化。

  DOI：

  10.1021/ol203289v

文献信息

• Para-Selective Gold-Catalyzed Direct Alkynylation of Anilines
  作者：Jonathan P. Brand、Jérôme Waser

  DOI：10.1021/ol203289v

  日期：2012.2.3

  A method for the para-selective alkynylation of anilines is reported using AuCl as catalyst and triisopropylsilylethynyl-1,2-benziodoxol-3(1H)-one (TIPS-EBX) as an electrophilic acetylene equivalent. Para-alkynyl anilines substituted at positions 2 or 3 were obtained in one step from simple anilines under mild conditions (room temperature to 60 °C) under air. The methodology could also be extended

  一种用于苯胺的对位选择性炔基化方法是使用AUCL作为催化剂和三报道异propylsilylethynyl -1,2-苯碘酰-3（1 ħ） -酮（TIPS-EBX）作为亲电乙炔等效。在空气中，在温和的条件下（室温至60°C），由简单的苯胺一步获得在2或3位取代的对炔基苯胺。该方法还可以扩展到三甲氧基苯的炔基化。
• Synthesis and Electrochemical and Theoretical Studies of V-Shaped Donor−Acceptor Hexaazatriphenylene Derivatives for Second Harmonic Generation
  作者：Rafael Juárez、Mar Ramos、José L. Segura、Jesús Orduna、Belén Villacampa、Raquel Alicante

  DOI：10.1021/jo101311v

  日期：2010.11.19

  In this article we describe novel synthetic strategies toward well-defined disubstituted conjugated hexaazatriphenylene (HAT) derivatives The systems are designed as novel V-shaped chromophores displaying C-2 symmetry suitable for nonlinear optical investigations Different donor moieties and linkers have been used in order to tune the electrochemical properties as well as the absorption spectra of the novel HAT derivatives mu beta values as high as 1010 x 10(-48) esu have been obtained for a derivative containing the electron-rich dibutyl-amino moiety Theoretical calculations have been performed showing a reasonable agreement with the experimental results and supporting the two-dimensional NLO character of these chromophores