(4-iodophenoxy)trimethylsilane | 18803-26-4

• 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: (4-iodophenoxy)trimethylsilane
• 英文别名: (4-iodophenoxy)-trimethylsilane
• CAS: 18803-26-4
• 化学式: C₉H₁₃IOSi
• 分子量: 292.192
• InChiKey: TXRRTYIBNNEDGI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  (4-iodophenoxy)trimethylsilane 生成 4-(噻吩-3-基)苯酚
  参考文献：
  名称：

  KING F. D.; WALTON D. R. M., SYNTHESIS , 1976, NO 1, 40-42

  摘要：

  DOI：
• 作为产物：
  描述：

  叠氮基三甲基硅烷 、 4-碘苯酚 在 四丁基溴化铵 作用下， 反应 2.0h， 以96%的产率得到(4-iodophenoxy)trimethylsilane
  参考文献：
  名称：

  Efficient O-Trimethylsilylation of Alcohols and Phenols with Trimethylsilyl Azide Catalyzed by Tetrabutylammonium Bromide under Neat Conditions

  摘要：

  A very efficient procedure for the trimethylsilylation of a wide variety of alcohols, including primary, allylic, benzylic, secondary, hindered secondary, tertiary, and phenols is reported. The reactions were carried out under neat conditions with trimethylsilyl azide (TMSN3) and, when necessary, in the presence of a catalytic amount (20 mol %) of tetrabutylammonium bromide (TBABr) at 30 or 70 degreesC. Under catalytic conditions, the yields of the corresponding trimethylsilyl ethers were greater than 91%. This procedure also allows the selective protection of primary and secondary alcohols in the presence of tertiary ones.

  DOI：

  10.1021/jo015814s

文献信息

• Synthesis and characterization of a bifunctional nanomagnetic solid acid catalyst (Fe₃ O₄ @CeO₂ /SO₄ ²⁻ ) and investigation of its efficiency in the protection process of alcohols and phenols via hexamethyldisilazane under solvent-free conditions
  作者：Esmaeel Mohammadiyan、Hossein Ghafuri、Ali Kakanejadifard

  DOI：10.1002/jccs.201800056

  日期：2019.2

  synthesized using the coprecipitation method and functionalized by an ammonium sulfate solution to achieve a heterogeneous solid acid Fe3O4@CeO2/SO42− (FCA) catalyst. The synthesized bifunctional catalyst was used in the protection process of alcohols and phenols using hexamethyldisilazane (HMDS) at ambient temperature under solvent‐free conditions. Due to its excellent magnetic properties, FCA can easily be

  在这项研究中，使用共沉淀法合成了Fe 3 O 4 @CeO 2（FC），并通过硫酸铵溶液对其进行了功能化处理，从而获得了非均相的固体酸Fe 3 O 4 @CeO 2 / SO 4 2-（FCA）催化剂。合成的双功能催化剂在环境温度和无溶剂条件下使用六甲基二硅氮烷（HMDS）用于醇和酚的保护过程。由于其优异的磁性，FCA可以很容易地从反应混合物中分离出来并重复使用几次，而不会显着降低其催化活性。纳米催化剂的优异的收率和选择性，简单的分离，低成本和高可回收性是该方法的突出优点。使用不同技术进行表征，例如傅立叶变换红外光谱（FT-IR），扫描电子显微镜（SEM），能量色散X射线光谱（EDX），X射线衍射（XRD）和振动样品磁强计（ VSM）。
• Nano Fe₃O₄@ZrO₂/SO₄²⁻: A highly efficient catalyst for the protection and deprotection of hydroxyl groups using HMDS under solvent-free condition
  作者：Hossein Ghafuri、Fatemeh Paravand、Afsaneh Rashidizadeh

  DOI：10.1080/10426507.2016.1236104

  日期：2017.1.2

  the protection and deprotection process of various types of alcohols and phenols by HMDS in the presence of nano magnetic sulfated zirconia (Fe3O4@ZrO2/SO42−) as a solid acid catalyst under very mild and solvent-free condition. This method has interesting advantages like short reaction times and a simple workup process. With regard to some outstanding benefits of this new heterogeneous catalyst such

  图形摘要在这项工作中，我们介绍了在纳米磁性硫酸化氧化锆（Fe3O4@ZrO2/SO42−）作为固体酸催化剂存在下，HMDS 保护和脱保护各种醇类和酚类的新方法。温和无溶剂条件。这种方法具有有趣的优点，如反应时间短和后处理过程简单。考虑到这种新型多相催化剂的一些突出优点，如优异的收率、催化剂的可重复使用性和易热稳定性、高酸性、强和优异的磁性能，该方法在绿色化学原理方面非常有趣。
• Palladium-Catalyzed Formylation of Arylzinc Reagents with<i>S</i>-Phenyl Thioformate
  作者：Ryosuke Haraguchi、Sho-go Tanazawa、Naoya Tokunaga、Shin-ichi Fukuzawa

  DOI：10.1021/acs.orglett.7b00447

  日期：2017.4.7

  The first example of palladium-catalyzed direct formylation of arylzinc reagents using S-phenyl thioformate is reported. The reaction proceeded under mild conditions, allowing high functional group tolerance. In addition, the developed formylation method was used to prepare deuterated and 13C-labeled aryl aldehydes from isotope-labeled S-phenyl thioformates. Moreover, this procedure was applied to

  报道了使用S-苯基硫代甲酸酯进行钯催化的芳基锌试剂的直接甲酰化的第一个实例。反应在温和的条件下进行，从而具有较高的官能团耐受性。此外，已开发的甲酰化方法用于从同位素标记的S-苯基硫代甲酸酯制备氘代和13 C标记的芳基醛。此外，将该方法应用于烯基卤化锌，得到相应的烯醛。
• Nanomagnetic zirconia-based sulfonic acid (Fe₃O₄@ZrO₂-Pr-SO₃H): a new, efficient and recyclable solid acid catalyst for the protection of alcohols via HMDS under solvent free conditions
  作者：Azadeh Tadjarodi、Rahim Khodikar、Hosssein Ghafuri

  DOI：10.1039/c6ra09930k

  日期：——

  alcohols using hexamethyldisilazane (HMDS) under solvent-free conditions at room temperature. The solid nanocatalyst can easily be separated and reused several times without significant loss of its catalytic activity. Also, in addition to its being inexpensive and the simplicity of the separation process, this heterogeneous catalyst has shown a good chemoselectivity in the reactions.

  在本工作中，通过（3-巯基丙基）三甲氧基硅烷与纳米磁性氧化锆的反应来制备磺酸官能化的纳米磁性氧化锆。然后，通过过氧化氢和H 2 SO 4直接氧化硫醇基，合成了纳米氧化锆基磺酸（Fe 3 O 4 @ZrO 2 -Pr -SO 3 H）。随后。通过傅里叶变换红外光谱（FT-IR），场发射扫描电子显微镜（FE-SEM）成像，能量色散X射线光谱（EDX），X射线衍射（XRD）测量和振动样品磁力分析法对催化剂进行了表征（ VSM）。六甲基二硅氮烷（HMDS）在无溶剂条件下于室温下用作具有高催化活性的有效纳米催化剂，用于保护醇。固体纳米催化剂可以容易地分离并重复使用数次，而不会显着降低其催化活性。而且，除了其廉价和分离过程的简便性之外，这种非均相催化剂在反应中还显示出良好的化学选择性。
• Tetraarylcyclobutadienecyclopentadienylcobalt Complexes: Synthesis, Electronic Spectra, Magnetic Circular Dichroism, Linear Dichroism, and TD DFT Calculations
  作者：Gregg S. Kottas、Thierry Brotin、Peter F. H. Schwab、Kamal Gala、Zdeněk Havlas、James P. Kirby、John R. Miller、Josef Michl

  DOI：10.1021/om400403j

  日期：2014.7.14

  a series of its new substituted derivatives have been prepared. The electronic states of a few representatives have been characterized by absorption and magnetic circular dichroism. Time-dependent density functional theory has been used to arrive at spectral assignments for several prominent low-energy bands. The absorption spectra of the radical ions of 1 have also been recorded.

  已知的（四苯基η 4 -cyclobutadiene）-η 5 -cyclopentadienylcobalt（1）和一系列公司新增取代的衍生物已被制备。几个代表的电子态的特点是吸收和磁圆二色性。时间密度泛函理论已被用于在频谱分配的几个著名的低能带到达。的游离基离子的吸收光谱1也被记录下来。