5-((trimethylsilyl)ethynyl)isophthalaldehyde | 263746-69-6

• 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: 5-((trimethylsilyl)ethynyl)isophthalaldehyde
• 英文别名: 5-(2-Trimethylsilylethynyl)benzene-1,3-dicarbaldehyde；5-(2-trimethylsilylethynyl)benzene-1,3-dicarbaldehyde
• CAS: 263746-69-6
• 化学式: C₁₃H₁₄O₂Si
• 分子量: 230.338
• InChiKey: UBLJRTGGUMCYGO-UHFFFAOYSA-N

物化性质

• 沸点：
  324.7±42.0 °C(Predicted)
• 密度：
  1.05±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.54
• 重原子数：
  16
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  34.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  5-((trimethylsilyl)ethynyl)isophthalaldehyde 在 四(三苯基膦)钯 potassium carbonate 、 二异丙胺 作用下， 以 甲醇 、 苯 为溶剂， 生成 5-((4-甲酰基苯基)乙炔基)间苯二甲醛
  参考文献：
  名称：

  苯基乙炔基间隔基相互连接的硝酰基-和亚氨基-硝基氧化物-三基团的合成

  摘要：

  报道了基于带有乙氧基-亚硝基氧化物和亚氨基-亚硝基氧化物基团的苯基乙炔基骨架的三种新的三基自由基的设计，合成以及固态和ESR表征。这些化合物的合成是基于炔基和溴衍生物之间的钯偶联反应。一项ESR研究表明，自由基之间通过溶液中的乙炔基偶联单元发生了磁性相互作用。

  DOI：

  10.1016/s0040-4039(99)02218-2
• 作为产物：
  描述：

  间苯二甲酸 在 bis-triphenylphosphine-palladium(II) chloride copper(l) iodide 、 硼烷四氢呋喃络合物 、 硫酸 、 溴 、 silver sulfate 、 二异丙胺 、 pyridinium chlorochromate 作用下， 以 四氢呋喃 为溶剂， 反应 48.0h， 生成 5-((trimethylsilyl)ethynyl)isophthalaldehyde
  参考文献：
  名称：

  苯基乙炔基间隔基相互连接的硝酰基-和亚氨基-硝基氧化物-三基团的合成

  摘要：

  报道了基于带有乙氧基-亚硝基氧化物和亚氨基-亚硝基氧化物基团的苯基乙炔基骨架的三种新的三基自由基的设计，合成以及固态和ESR表征。这些化合物的合成是基于炔基和溴衍生物之间的钯偶联反应。一项ESR研究表明，自由基之间通过溶液中的乙炔基偶联单元发生了磁性相互作用。

  DOI：

  10.1016/s0040-4039(99)02218-2

文献信息

• Diverse Proton-Conducting Nanotubes via a Tandem Macrocyclization and Assembly Strategy
  作者：Michael J. Strauss、Manping Jia、Austin M. Evans、Ioannina Castano、Rebecca L. Li、Xavier Aguilar-Enriquez、Emily K. Roesner、Jeremy L. Swartz、Anton D. Chavez、Alan E. Enciso、J. Fraser Stoddart、Marco Rolandi、William R. Dichtel

  DOI：10.1021/jacs.1c02789

  日期：2021.6.2

  with various aromatic dialdehydes yields chemically distinct pentagonal [5 + 5], hexagonal [3 + 3], and diamond-shaped [2 + 2] macrocycles depending on the substitution pattern of the aromatic dialdehyde monomer. Atomic force microscopy and in solvo X-ray diffraction demonstrate that protonation of the macrocycles under the mild conditions used for their synthesis drives assembly into high-aspect ratio

  组装成纳米管的大环由于其低维、结构规律和独特的内部环境而表现出新兴特性。我们报告了一种通用策略，通过使用带有吡啶环的保守构件，在单一、有效的反应中合成不同的纳米管结构。基于 2,4,6-三苯基吡啶的二胺与各种芳香族二醛的亚胺缩合产生化学上不同的五边形 [5 + 5]、六边形 [3 + 3] 和菱形 [2 + 2] 大环，具体取决于取代模式芳香族二醛单体。原子力显微镜和溶剂X 射线衍射表明，在用于合成的温和条件下，大环的质子化驱动组装成高纵横比的纳米管。通过电化学阻抗谱，每个含吡啶的纳米管组件都表现出可测量的质子电导率，其值高达 10 –3 S m –1（90% RH，25 °C），我们将其归因于它们内部孔径的差异。这种合成策略代表了一种从通用含吡啶单体中获取稳健纳米管组件的通用方法，这将使系统研究它们的新兴特性成为可能。
• Hexagon Wreaths: Self-Assembly of Discrete Supramolecular Fractal Architectures Using Multitopic Terpyridine Ligands
  作者：Ming Wang、Chao Wang、Xin-Qi Hao、Jingjing Liu、Xiaohong Li、Chenglong Xu、Alberto Lopez、Luyi Sun、Mao-Ping Song、Hai-Bo Yang、Xiaopeng Li

  DOI：10.1021/ja501417g

  日期：2014.5.7

  In this study, we overcame a challenge in conventional self-assembly of macrocycles that uses ditopic 2,2':6',2″-terpyridine (tpy) building blocks with a 120° angle between two ligating moieties, which generally produces a mixture of multiple macrocycles instead of a single hexagon. Two supramolecular hexagon wreaths, [Zn9LA6] and [Zn12LB6], were designed and self-assembled from tritopic and tetratopic

  在这项研究中，我们克服了大环常规自组装的挑战，该自组装使用双位 2,2':6',2"-三联吡啶 (tpy) 构建块，两个连接部分之间的角度为 120°，这通常会产生混合物多个大环而不是单个六边形。设计了两个超分子六边形花环，[Zn9LA6] 和 [Zn12LB6]，分别由具有 Zn(II) 离子的三元和四元 tpy 配体自组装。这些带有多个结合位点的多主题配体增加了配位位点的总密度，并提供了高几何约束以诱导离散结构的形成。这种六边形花环是通过围绕中心六边形的小六边形的简单递归构建的，表现出在不同层次上具有自相似性的分形几何特征。形状、大小、通过 NMR、ESI-MS、行波离子迁移质谱 (TWIM-MS) 和透射电子显微镜对结构和结构进行了全面表征。[Zn9LA6] 的直径约为 5.5 nm，[Zn12LB6] 的直径约为 5.8 nm，与双位 tpy 配体组装的大环的高灵活性相比，TWIM-MS
• Co ^II Cryptates Convert CO ₂ into CO and CH ₄ under Visible Light
  作者：Sara Realista、Janaína C. Almeida、Sofia A. Milheiro、Nuno A. G. Bandeira、Luis G. Alves、Filipe Madeira、Maria José Calhorda、Paulo N. Martinho

  DOI：10.1002/chem.201901806

  日期：2019.9.6

  Three CoII octaazacryptates, with different substituents on the aromatic rings (Br, NO2 , CCH), were synthesised and characterised. These and the already published non-substituted cryptate catalysed CO2 photoreduction to CO and CH4 under blue visible light at room temperature. Although CO was observed after short irradiation times and a large range of catalyst concentrations, CH4 was only observed

  合成并表征了三种芳香族环（Br，NO2，CCH）上具有不同取代基的CoII八氮杂密码子。这些和已经公开的未取代的隐窝酸酯在室温下蓝色可见光下催化CO 2光还原为CO和CH 4。尽管在较短的照射时间和较大的催化剂浓度范围内观察到了CO，但仅在较长的照射时间（例如30小时）后才观察到CH4，但催化剂浓度较小（25 nm）。用13 C标记的CO2进行的实验表明，当反应时间长时，会生成CO并进一步反应。CCH催化剂的失活速度比其他催化剂快，而CH4生产中最有效的催化剂是Br。通过基于DFT计算的能量分解分析解释了这种反应性趋势。
• Towards a Better Understanding of the Magnetic Interactions withinm-Phenyleneα-Nitronyl Imino Nitroxide Based Biradicals
  作者：Laure Catala、Jacques Le Moigne、Nathalie Kyritsakas、Paul Rey、Juan J. Novoa、Philippe Turek

  DOI：10.1002/1521-3765(20010601)7:11<2466::aid-chem24660>3.0.co;2-4

  日期：2001.6.1

  An extensive investigation of the magnetic properties of three series of biradicals (bis-nitronyl nitroxides diNN-R, bis-imino nitroxides diIN-R and mixed INNN-R. where R is either hydrogen, a triple bond or trimethylsilylacetylenic group) has been carried out to give clear values of the intramolecular interactions through the m-phenylene coupling unit with alpha -nitronyl nitroxides (NN) or alpha -imino nitroxides (IN). An EPR study of the molecules in the isolated state is validated by ab initio calculations, which show the respective influence of spin polarisation and molecular conformation on the singlet-triplet gaps. All these results indicate that the triplet state is the ground state for such biradicals. except when the imidazolyl cycles are orthogonal to the phenyl ring. The magnetic properties of the biradicals in the solid state can be rationalised by examination of the short contacts produced between the ONC-NO and ONCN groups. EPR studies on single crystals of the H-substituted series have confirmed the presence of a structural distortion for diNN-H whereas diIN-H and INNN-H do not exhibit such a peculiarity. The magnetic behav lour of diIN-H is described well by a four-spins model, with a strong intermolecular antiferromagnetic interaction of -90 K, whereas in the case of the two other compounds. a supplementary contact involves more complex interactions between the dimers. The compound diNN-tmsa exhibits a ferromagnetic intermolecular interaction of +11 K within the dimers, and this could be attributed to the relative disposition of the imidazolyl rings. Compound diNN-tr reveals a chain-like behaviour, whereas diIN-tr shows a predominant antiferromagnetic interaction within the dimers. The values for the intramolecular interactions in the solid state are in good agreement with those found for the isolated molecules.
• Synthesis of nitronyl- and imino-nitroxide-triradicals interconnected by phenyl ethynyl spacer
  作者：Laure Catala、Philippe Turek、Jacques Le Moigne、André De Cian、Nathalie Kyritsakas

  DOI：10.1016/s0040-4039(99)02218-2

  日期：2000.2

  The design and synthesis, as well as solid state and ESR characterisation of three new triradicals based on phenyl ethynyl backbone bearing nitronyl-nitroxide and imino-nitroxide groups, are reported. The synthesis of these compounds was based on palladium-coupling reactions between alkynyl and bromo derivatives. An ESR study showed magnetic interactions between the radicals through the phenyl ethynyl-coupling

  报道了基于带有乙氧基-亚硝基氧化物和亚氨基-亚硝基氧化物基团的苯基乙炔基骨架的三种新的三基自由基的设计，合成以及固态和ESR表征。这些化合物的合成是基于炔基和溴衍生物之间的钯偶联反应。一项ESR研究表明，自由基之间通过溶液中的乙炔基偶联单元发生了磁性相互作用。