N-(3-(trimethoxysilyl)propyl)picolinamide | 657402-98-7

• 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: N-(3-(trimethoxysilyl)propyl)picolinamide
• 英文别名: N-[3-(Trimethoxysilyl)propyl]pyridine-2-carboxamide；N-(3-trimethoxysilylpropyl)pyridine-2-carboxamide
• CAS: 657402-98-7
• 化学式: C₁₂H₂₀N₂O₄Si
• 分子量: 284.387
• InChiKey: OAVLCVOXGYIFPL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.08
• 重原子数：
  19
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  69.7
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  N-(3-(trimethoxysilyl)propyl)picolinamide 、 三乙醇胺 在 potassium hydroxide 作用下， 以 甲苯 为溶剂， 反应 5.0h， 以82%的产率得到N-(3-(2,8,9-trioxa-5-aza-1-sila-bicyclo[3.3.3]undecan-1-yl)propyl)picolinamide
  参考文献：
  名称：

  Amide-tethered organosilatranes: Syntheses, structural characterization and photophysical properties

  摘要：

  A series of trimethoxysilanes and silatranes coupled with distinct aromatic moieties (biphenyl, thiophene, pyrazine and pyridine) through amide linkage are reported. The synthetic approach involved the amidation of 3-aminopropyltrimethoxysilane (APTMS) with various carboxylic acids via acid chlorides (1a-1g) to generate amidopropylsilanes (2a-2g). Transesterification of the resultant silanes with triethanolamine and tris(isopropanolamine) yielded unsubstituted (3a-3g) and 3,7,10-trimethylsubstitued organosilatranes (4a-4g), respectively. The compounds were successfully characterized by various spectroscopic techniques [IR, NMR (H-1, C-13) and Mass] and elemental analysis. The complete structure elucidation for compounds 3a, 3c center dot H2O and 3f was carried out using single crystal X-ray diffraction analysis. The photophysical response was studied by UV-Vis absorption and fluorescence spectroscopy. These organosilatranes possess metal ion binding sites and can be put forth for advanced analytical applications. (C) 2015 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.ica.2015.04.034
• 作为产物：
  描述：

  2-吡啶甲酸 在 氯化亚砜 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 3.0h， 生成 N-(3-(trimethoxysilyl)propyl)picolinamide
  参考文献：
  名称：

  A fluorescence nanosensor for Cu2+ on silica particlesElectronic supplementary information (ESI) available: experimental procedure; TEM images; NMR, UV-vis and fluorescence spectra; fluoresence titration. See http://www.rsc.org/suppdata/cc/b3/b310582b/

  摘要：

  通过对硅颗粒进行三烷氧基硅烷衍生配体和荧光染料的表面功能化，获得了一种用于Cu2+离子的荧光纳米传感器。

  DOI：

  10.1039/b310582b

文献信息

• A new Pd(II)‐supported catalyst on magnetic SBA‐15 for CC bond formation via the Heck and Hiyama cross‐coupling reactions
  作者：Leila Rahimi、Yagoub Mansoori、Ayat Nuri、Behzad Koohi‐Zargar、Dolores Esquivel

  DOI：10.1002/aoc.6078

  日期：2021.2

  complexed with Pd(II). The obtained supported Pd(II) catalyst (MNP@SiO2‐SBA‐PCA) was characterized by conventional methods. The prepared magnetic catalyst showed high activity in the Heck and Hiyama reactions under optimal reaction conditions, including solvent, amount of catalyst, base, and temperature. Aryl bromides and iodides showed better results than aryl chlorides, and the catalyst exhibited noticeable

  磁性中孔二氧化硅复合材料（MNP @ SiO 2 -SBA）是通过将磁铁矿纳米粒子嵌入SBA-15通道之间而获得的。将其与N-（3-（三甲氧基甲硅烷基）丙基）吡啶啉甲硅烷基化（TMS-PCA），然后与Pd（II）络合。用常规方法表征了所获得的负载型Pd（II）催化剂（MNP @ SiO 2 -SBA-PCA）。在包括溶剂，催化剂用量，碱和温度在内的最佳反应条件下，制备的磁性催化剂在Heck和Hiyama反应中表现出高活性。芳基溴化物和碘化物显示出比芳基氯化物更好的结果，并且催化剂表现出显着的稳定性并且可以重复使用多次。
• Amide-tethered organosilatranes: Syntheses, structural characterization and photophysical properties
  作者：Gurjaspreet Singh、Sunita Rani、Amandeep Saroa、Promila、Aanchal Arora、Duane Choquesillo-Lazarte

  DOI：10.1016/j.ica.2015.04.034

  日期：2015.7

  A series of trimethoxysilanes and silatranes coupled with distinct aromatic moieties (biphenyl, thiophene, pyrazine and pyridine) through amide linkage are reported. The synthetic approach involved the amidation of 3-aminopropyltrimethoxysilane (APTMS) with various carboxylic acids via acid chlorides (1a-1g) to generate amidopropylsilanes (2a-2g). Transesterification of the resultant silanes with triethanolamine and tris(isopropanolamine) yielded unsubstituted (3a-3g) and 3,7,10-trimethylsubstitued organosilatranes (4a-4g), respectively. The compounds were successfully characterized by various spectroscopic techniques [IR, NMR (H-1, C-13) and Mass] and elemental analysis. The complete structure elucidation for compounds 3a, 3c center dot H2O and 3f was carried out using single crystal X-ray diffraction analysis. The photophysical response was studied by UV-Vis absorption and fluorescence spectroscopy. These organosilatranes possess metal ion binding sites and can be put forth for advanced analytical applications. (C) 2015 Elsevier B.V. All rights reserved.
• A fluorescence nanosensor for Cu2+ on silica particlesElectronic supplementary information (ESI) available: experimental procedure; TEM images; NMR, UV-vis and fluorescence spectra; fluoresence titration. See http://www.rsc.org/suppdata/cc/b3/b310582b/
  作者：Elena Brasola、Fabrizio Mancin、Enrico Rampazzo、Paolo Tecilla、Umberto Tonellato

  DOI：10.1039/b310582b

  日期：——

  A fluorescence nanosensor for Cu2+ ions has been obtained by surface functionalization of silica particles with trialkoxysilane derivatized ligand and fluorescent dye.

  通过对硅颗粒进行三烷氧基硅烷衍生配体和荧光染料的表面功能化，获得了一种用于Cu2+离子的荧光纳米传感器。