ferrocenylmethylene-3-(triethoxysilyl)-propylamide | 188541-18-6

• 英文名称: ferrocenylmethylene-3-(triethoxysilyl)-propylamide
• 英文别名: N-(3-triethoxysilyl)-propylferrocenecarboxamide；N-(3-triethoxysilyl)propylferrocenecarboxamide；(3-(ferrocenylamide)propyl)triethoxysilane；[3(-ferrocenoylamide)propyl]triethoxysilane
• CAS: 188541-18-6
• 化学式: C₂₀H₃₁FeNO₄Si
• 分子量: 433.403
• InChiKey: FJIKWKSZSNSAJY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  None
• 重原子数：
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• 可旋转键数：
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• 环数：
  None
• sp3杂化的碳原子比例：
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• 拓扑面积：
  None
• 氢给体数：
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• 氢受体数：
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反应信息

• 作为产物：
  描述：

  3-氨基丙基三乙氧基硅烷 、 ferrocenoyl chloride 在 三乙胺 作用下， 以 甲苯 为溶剂， 以84%的产率得到ferrocenylmethylene-3-(triethoxysilyl)-propylamide
  参考文献：
  名称：

  Voltammetric response of ferrocene-grafted mesoporous silica

  摘要：

  The electrochemical behavior of ferrocene moieties immobilized by covalent grafting on ordered mesoporous silica samples has been studied by cyclic voltammetry in aqueous medium using carbon paste electrodes modified with these solids. The functionalized silica samples were obtained using (3-(ferrocenylamide)propyl)triethoxysilane as the grafting agent. The results have been discussed in relation to the ferrocene content in the materials and compared to those obtained with non-ordered ferrocene-grafted silica gels. Well-defined voltammetric signals have been observed in spite of the insulating character of the mesoporous silica matrix and they were found to increase as a function of the ferrocene groups content in the material. They displayed a better stability upon continuous cycling potentials in comparison to those recorded with amorphous gels, suggesting a beneficial effect of the long-range structural order on the electron transfer processes in such confined media. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.electacta.2006.04.042

文献信息

• A Voltage-Responsive Free-Blockage Controlled-Release System Based on Hydrophobicity Switching
  作者：Xiangyu Jiao、Ruijuan Sun、Yaya Cheng、Fengyu Li、Xin Du、Yongqiang Wen、Yanlin Song、Xueji Zhang

  DOI：10.1002/cphc.201700117

  日期：2017.5.19

  most of them lack closure ability. Herein, a voltage‐responsive controlled‐release system was constructed by functionalizing the nanopore of MSNs with ferrocene. The system realized free‐blockage controlled release and achieved pulsatile release. The nanopores of the ferrocene‐functionalized MSNs were hydrophobic enough to prevent invasion of the solution. Once a suitable voltage was applied, the nanopores

  基于介孔二氧化硅纳米材料（MSN）的控释系统由于其潜在的生物医学应用而备受关注。已经设计了各种开关，通过在MSN表面上构造物理阻止单元来控制货物的释放。然而，这种物理阻塞由于密封能力差和生物相容性低而受到限制，并且它们中的大多数缺乏封闭能力。在此，通过用二茂铁对MSNs的纳米孔进行功能化，构建了电压响应型控释系统。该系统实现了无阻塞控制释放并实现了脉动释放。二茂铁官能化的MSN的纳米孔具有足够的疏水性，可防止溶液侵入。一旦施加合适的电压，纳米孔就会变成亲水性的，随后入侵解决方案并释放货物。此外，实现了脉动释放，避免了刺激消失后的意外释放。因此，我们相信我们的研究为MSN的高效阻断提供了新的见解。此外，电压响应释放系统有望在电刺激联合疗法和生物电响应释放中得到应用。
• Photolithography of self-assembled monolayers: optimization of protecting groups by an electroanalytical method
  作者：Jamila Jennane、Tanya Boutros、Richard Giasson

  DOI：10.1139/v96-281

  日期：1996.12.1

  triethoxysilyl group allows self-assembled monolayer formation. Release of chemically reactive amino groups is achieved by irradiation of the surface. An electroanalytical method was developed and used to monitor and optimize the three steps of the methodology occurring on surfaces: monolayer formation, photodeprotection, and subsequent functionalization of the released amino groups. Quantitative information

  具有高密度化学反应性官能团的图案化表面可以通过自组装单层 (SAM) 的光刻制备。在本文中，我们报告了可用于 SAM 光刻应用的三种试剂的合成和评估。这些试剂由三乙氧基甲硅烷基丙胺部分组成，其中胺被光不稳定保护基团暂时封闭：NVOC（邻硝基藜芦酰氧羰基）、ONB（邻硝基苄基）或 DDZ（α,α-二甲基-3,5-二甲氧基苄氧基羰基） . 三乙氧基甲硅烷基的存在允许自组装单层形成。化学反应性氨基的释放是通过照射表面来实现的。开发了一种电分析方法并用于监测和优化在表面上发生的方法的三个步骤：单层形成、光去保护和随后释放的氨基的官能化。关于光脱保护效率的定量信息...
• Synthesis and research of electrochemical behavior of magnetic nanocomposites based on Fe3O4
  作者：A. N. Kozitsina、N. N. Malysheva、E. V. Verbitsky、I. A. Utepova、Yu. A. Glazyrina、T. S. Mitrofanova、G. L. Rusinov、A. I. Matern、O. N. Chupakhin、Kh. Z. Brainina

  DOI：10.1007/s11172-013-0338-0

  日期：2013.11

  The nanocomposites including magnetite nanoparticles, polymer coating and electrochemically active molecules were synthesized and investigated: poly(vinylbenzyl) chloride coating modified by quinoline; coating based on polypyrrole, silica coating modified by ferrocene derivative. All samples were investigated by the cyclic voltammetry method.

  合成并研究了包括磁铁矿纳米颗粒、聚合物涂层和电化学活性分子在内的纳米复合材料：由喹啉修饰的聚（乙烯基苄基）氯涂层、基于聚吡咯的涂层、由二茂铁衍生物修饰的二氧化硅涂层。所有样品均采用循环伏安法进行研究。
• Reaction of ferrocenecarboxylic acid with N,N′-disubstituted carbodiimides: synthesis, spectroscopic and X-ray crystallographic analysis of N,N′-disubstituted N-ferrocenoylureas and identification of a one-pot coupling reagent for the formation of ferrocenecarboxamides in a non-aqueous solvent
  作者：Bernd Schetter、Bernd Speiser

  DOI：10.1016/j.jorganchem.2003.12.045

  日期：2004.5

  N,N'-dicyclohexyl-N-ferrocenoylurea 2, N,N-diisopropyl-N-ferrocenoylurea 3, N,N'-di-p-tolyl-N-ferrocenoylurea 4 and N,N'-ditert-butyl-N-ferrocenoylurea 5 were obtained by reaction of ferrocenecarboxylic acid I with N,N'-dicyclohexylcarbodiimide (DCC), N,N'-diisopropylcarbodiimide (DIC), N,N'-di-p-tolylcarbodiimide 10 and N,N-di-tert-butylcarbodiimide 11, respectively. Both N-tert-butyl-N'-ethyl-N-ferrocenoylurea 6 and N'-tert-butyl-N-ethyl-N-ferrocenoylurea 7 were obtained by reaction of 1 with N-tert-butyl-N'-ethylcarbodiimide 12. In all cases a small amount of ferrocenecarboxylic anhydride 8 was formed as a by-product. All compounds were characterized by H-1 NMR, C-13 NMR, IR and MS. Single crystal X-ray structural analyses were made of 2, 3 and 4. From the consistent results, the reaction products of 1 with carbodiimides appear different from those proposed by some earlier workers. With N-(3-dimethylaminopropyl)-N'-ethylcarbodiimidehydrochloride 9 ferrocenoylurea, was not isolated, but the main product was rather 8. The suitability of 8 as acylation reagent was applied by using 9 to obtain N-(3-triethoxysilyl)-propylferrocenecarboxamide in a one-pot reaction from 1 and 3-(triethoxysilyi)-propylamine. (C) 2004 Elsevier B.V. All rights reserved.