benzyl-[1-propyl-3-(trimethyl-silanyl)-prop-2-ynyl]-amine | 392232-52-9

• 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: benzyl-[1-propyl-3-(trimethyl-silanyl)-prop-2-ynyl]-amine
• 英文别名: N-Benzyl-1-(trimethylsilyl)hex-1-yn-3-amine；N-benzyl-1-trimethylsilylhex-1-yn-3-amine
• CAS: 392232-52-9
• 化学式: C₁₆H₂₅NSi
• 分子量: 259.467
• InChiKey: UKGCXEKDRDTWOM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.83
• 重原子数：
  18
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  12
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  N-butylidenebenzylamine 、 三甲基乙炔基硅 在 bis(1,5-cyclooctadiene)diiridium(I) dichloride 作用下， 以 四氢呋喃 为溶剂， 反应 24.0h， 以69%的产率得到benzyl-[1-propyl-3-(trimethyl-silanyl)-prop-2-ynyl]-amine
  参考文献：
  名称：

  Direct Addition of TMS-acetylene to Aldimines Catalyzed by a Simple, Commercially Available Ir(I) Complex

  摘要：

  [GRAPHICS]A new, convenient procedure for the addition reaction of trimethylsilylacetylene to imines is described. Simply treating a solution of aldimine and trimethylsilyl acetylene with catalytic [IrCl(COD)](2) furnishes the adduct in preparatively useful yields. Interestingly, the reaction may be conducted in the absence of solvent.

  DOI：

  10.1021/ol017022q

文献信息

• Iridium-catalyzed coupling of simple primary or secondary amines, aldehydes and trimethylsilylacetylene: preparation of propargylic amines
  作者：Satoshi Sakaguchi、Tomoya Mizuta、Masuyuki Furuwan、Takashi Kubo、Yasutaka Ishii

  DOI：10.1039/b404430d

  日期：——

  The coupling of amines, aldehydes and trimethylsilylacetylene was found to be promoted in the presence of a catalytic amount of [IrCl(cod)]2; 1 : 1 : 1 or 1 : 2 : 2 coupling products were obtained by allowing primary amine to react with aldehyde and trimethylsilylacetylene.

  发现在催化量的[IrCl（cod）] 2存在下，胺，醛和三甲基甲硅烷基乙炔的偶联得到促进。通过使伯胺与醛和三甲基甲硅烷基乙炔反应，可以得到1：1：1：1或1：1：2：2的偶联产物。
• Direct Addition of TMS-acetylene to Aldimines Catalyzed by a Simple, Commercially Available Ir(I) Complex
  作者：Christian Fischer、Erick M. Carreira

  DOI：10.1021/ol017022q

  日期：2001.12.1

  [GRAPHICS]A new, convenient procedure for the addition reaction of trimethylsilylacetylene to imines is described. Simply treating a solution of aldimine and trimethylsilyl acetylene with catalytic [IrCl(COD)](2) furnishes the adduct in preparatively useful yields. Interestingly, the reaction may be conducted in the absence of solvent.