N-[3-(triethoxysilyl)propyl]-2-carbomethoxy aziridine

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: N-[3-(triethoxysilyl)propyl]-2-carbomethoxy aziridine
• 英文别名: n-[3-(Triethoxysilyl)propyl]-2-carbomethoxyaziridine；methyl 1-(3-triethoxysilylpropyl)aziridine-2-carboxylate
• 化学式: C₁₃H₂₇NO₅Si
• 分子量: 305.447
• InChiKey: BDUJZVMOZLQWNL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.28
• 重原子数：
  20
• 可旋转键数：
  12
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.92
• 拓扑面积：
  57
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  足球烯 、 N-[3-(triethoxysilyl)propyl]-2-carbomethoxy aziridine 以 氯苯 为溶剂， 反应 30.0h， 以36%的产率得到N-[3-(triethoxysilyl)propyl]-2-carbomethoxy-3,4-fulleropyrrolidine
  参考文献：
  名称：

  Molecular Recognition by a Silica-Bound Fullerene Derivative

  摘要：

  Thermal ring opening of N-[3-(triethoxysilyl)propyl]-2-carbomethoxyaziridine in the presence of C-60 produces a fulleropyrrolidine derivative which is then attached covalently to HPLC silica gel. The new chromatographic material is used to investigate binding affinities of potential hosts for the immobilized C-60. Exceptionally high size selectivities have been obtained for cyclic oligomeric compounds like calixarenes and cyclodextrins in organic and water-rich media, respectively. A number of rationally designed, helical-shaped peptides bind selectively to the grafted fullerene. The mast tightly bound peptide carries two ferrocene moieties at the periphery of a hydrophobic binding cavity complementary in size to C-60.

  DOI：

  10.1021/ja970502l
• 作为产物：
  描述：

  2,3-二溴丙酸甲酯 、 3-氨基丙基三乙氧基硅烷 在 三乙胺 作用下， 以 苯 为溶剂， 反应 2.33h， 以77%的产率得到N-[3-(triethoxysilyl)propyl]-2-carbomethoxy aziridine
  参考文献：
  名称：

  Molecular Recognition by a Silica-Bound Fullerene Derivative

  摘要：

  Thermal ring opening of N-[3-(triethoxysilyl)propyl]-2-carbomethoxyaziridine in the presence of C-60 produces a fulleropyrrolidine derivative which is then attached covalently to HPLC silica gel. The new chromatographic material is used to investigate binding affinities of potential hosts for the immobilized C-60. Exceptionally high size selectivities have been obtained for cyclic oligomeric compounds like calixarenes and cyclodextrins in organic and water-rich media, respectively. A number of rationally designed, helical-shaped peptides bind selectively to the grafted fullerene. The mast tightly bound peptide carries two ferrocene moieties at the periphery of a hydrophobic binding cavity complementary in size to C-60.

  DOI：

  10.1021/ja970502l

文献信息

• Molecular Recognition by a Silica-Bound Fullerene Derivative
  作者：Alberto Bianco、Francesco Gasparrini、Michele Maggini、Domenico Misiti、Alessandra Polese、Maurizio Prato、Gianfranco Scorrano、Claudio Toniolo、Claudio Villani

  DOI：10.1021/ja970502l

  日期：1997.8.1

  Thermal ring opening of N-[3-(triethoxysilyl)propyl]-2-carbomethoxyaziridine in the presence of C-60 produces a fulleropyrrolidine derivative which is then attached covalently to HPLC silica gel. The new chromatographic material is used to investigate binding affinities of potential hosts for the immobilized C-60. Exceptionally high size selectivities have been obtained for cyclic oligomeric compounds like calixarenes and cyclodextrins in organic and water-rich media, respectively. A number of rationally designed, helical-shaped peptides bind selectively to the grafted fullerene. The mast tightly bound peptide carries two ferrocene moieties at the periphery of a hydrophobic binding cavity complementary in size to C-60.
• Molecular recognition of p - tert -butylcalixarenes by surface-linked fullerenes C 60 and C 70
  作者：F Gasparrini、D Misiti、F Della Negra、M Maggini、G Scorrano、C Villani

  DOI：10.1016/s0040-4020(01)00614-7

  日期：2001.8

  The complexation processes between fullerenes (C-60 and C-70) and p-tert-butylcalix[n]arenes with n=6 and 8 are investigated using a chromatographic method in which the fullerenes are surface-linked to HPLC silica microparticles. Thermodynamic parameters for complex formation are extracted from variable temperature chromatography in two different solvent systems. Associations are always enthalpy driven and entropy opposed, with the larger p-tert-butylcalix[8]arene forming, the tightest complex. (C) 2001 Elsevier Science Ltd. All rights reserved.