3-(tert-butyldimethylsilylethynyl)-5-ethynylpyridine | 1537918-40-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 3-(tert-butyldimethylsilylethynyl)-5-ethynylpyridine
• 英文别名: Tert-butyl-[2-(5-ethynylpyridin-3-yl)ethynyl]-dimethylsilane；tert-butyl-[2-(5-ethynylpyridin-3-yl)ethynyl]-dimethylsilane
• CAS: 1537918-40-3
• 化学式: C₁₅H₁₉NSi
• 分子量: 241.408
• InChiKey: DIJWZUNMQRMDSR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.46
• 重原子数：
  17.0
• 可旋转键数：
  0.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  12.89
• 氢给体数：
  0.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  3-(tert-butyldimethylsilylethynyl)-5-ethynylpyridine 在 sodium 2'-(dicyclohexylphosphanyl)-2,6-diisopropylbiphenyl-4-sulfonate 、 tris(dibenzylideneacetone)dipalladium(0) chloroform complex 、 copper(l) iodide 、 四(三苯基膦)钯 、 四丁基氟化铵 、 水 、 二异丙胺 作用下， 以 四氢呋喃 为溶剂， 反应 30.0h， 生成 13,27,41-Tris[(2-methylpropan-2-yl)oxy]-6,20,34,43,45,47-hexazaheptacyclo[37.3.1.14,8.111,15.118,22.125,29.132,36]octatetraconta-1(42),4(48),5,7,11,13,15(47),18,20,22(46),25,27,29(45),32(44),33,35,39(43),40-octadecaen-2,9,16,23,30,37-hexayne
  参考文献：
  名称：

  Alternating 2,6-/3,5-Substituted Pyridine-Acetylene Macrocycles: π-Stacking Self-Assemblies Enhanced by Intermolecular Dipole–Dipole Interaction

  摘要：

  Macrocyclic compounds consisting of three 2,6-pyridylene and three 3,5-pyridylene units linked by acetylene bonds were synthesized by a Sonogashira reaction. The X-ray structures showed pi-stacked pairs of two macrocycles, in which a 2,6-pyridylene unit of the one molecule overlaps a 3,5-pyridylene of the other molecule because of dipole-dipole interaction. Atomic force microscope (AFM) measurements revealed fibril structures indicating the stacking of the rigid planar macrocycles. Hydrogen-bonding ability of the macrocyclic inside was demonstrated by the addition of octyl beta-D-glucopyranoside.

  DOI：

  10.1021/ol403579e
• 作为产物：
  描述：

  3,5-二溴吡啶 在 bis-triphenylphosphine-palladium(II) chloride 、 copper(l) iodide 、 四丁基氟化铵 、 二异丙胺 作用下， 以 四氢呋喃 、 水 为溶剂， 生成 3-(tert-butyldimethylsilylethynyl)-5-ethynylpyridine
  参考文献：
  名称：

  卤键轮烷用于在水性介质中识别硝酸盐†

  摘要：

  针对生物学上和环境上重要的硝酸根阴离子，卤素键（XB）已通过包含共价连接的3,5-双-碘代三唑吡啶-吡啶基序的车轴组件纳入了三个新颖的[2]轮烷结构框架。这使得能够识别含水量高达90％的水介质中的硝酸盐，并具有与氯化物同等的结合亲和力，从而说明了XB在竞争激烈的水性溶剂混合物中识别阴离子的能力。

  DOI：

  10.1039/c6ob02339h

文献信息

• Halogen bonding rotaxanes for nitrate recognition in aqueous media
  作者：Sean W. Robinson、Paul D. Beer

  DOI：10.1039/c6ob02339h

  日期：——

  Targeting the biologically and environmentally important nitrate anion, halogen bonding (XB) has been incorporated into three novel [2]rotaxane structural frameworks via an axle component containing covalently linked 3,5-bis-iodotriazole pyridine–pyridinium motifs. This has enabled the recognition of nitrate in aqueous media containing up to 90% water with equivalent binding affinity to chloride, illustrating

  针对生物学上和环境上重要的硝酸根阴离子，卤素键（XB）已通过包含共价连接的3,5-双-碘代三唑吡啶-吡啶基序的车轴组件纳入了三个新颖的[2]轮烷结构框架。这使得能够识别含水量高达90％的水介质中的硝酸盐，并具有与氯化物同等的结合亲和力，从而说明了XB在竞争激烈的水性溶剂混合物中识别阴离子的能力。
• Alternating 2,6-/3,5-Substituted Pyridine-Acetylene Macrocycles: π-Stacking Self-Assemblies Enhanced by Intermolecular Dipole–Dipole Interaction
  作者：Hajime Abe、Kohei Ohtani、Daiki Suzuki、Yusuke Chida、Yuta Shimada、Shinya Matsumoto、Masahiko Inouye

  DOI：10.1021/ol403579e

  日期：2014.2.7

  Macrocyclic compounds consisting of three 2,6-pyridylene and three 3,5-pyridylene units linked by acetylene bonds were synthesized by a Sonogashira reaction. The X-ray structures showed pi-stacked pairs of two macrocycles, in which a 2,6-pyridylene unit of the one molecule overlaps a 3,5-pyridylene of the other molecule because of dipole-dipole interaction. Atomic force microscope (AFM) measurements revealed fibril structures indicating the stacking of the rigid planar macrocycles. Hydrogen-bonding ability of the macrocyclic inside was demonstrated by the addition of octyl beta-D-glucopyranoside.