5-methyl-2-(trimethylstannyl)thiazole | 1362243-44-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 5-methyl-2-(trimethylstannyl)thiazole
• 英文别名: trimethyl-(5-methyl-1,3-thiazol-2-yl)stannane
• CAS: 1362243-44-4
• 化学式: C₇H₁₃NSSn
• 分子量: 261.963
• InChiKey: WCCIVCBBBXIMJD-UHFFFAOYSA-N

物化性质

• 沸点：
  229.4±33.0 °C(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.0
• 重原子数：
  10
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  41.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  5-methyl-2-(trimethylstannyl)thiazole 、 四溴噻吩 在 tris(dibenzylideneacetone)dipalladium(0) chloroform complex 、 三(2-呋喃基)膦 作用下， 以 间二甲苯 为溶剂， 反应 24.0h， 以71.7 mg的产率得到2,3,4,5-tetra[2-(5-methyl)thiazolyl]thiophene
  参考文献：
  名称：

  Distinct Responses to Mechanical Grinding and Hydrostatic Pressure in Luminescent Chromism of Tetrathiazolylthiophene

  摘要：

  Luminescent mechanochromism has been intensively studied in the past few years. However, the difference in the anisotropic grinding and the isotropic compression is not clearly distinguished in many cases, in spite of the importance of this discrimination for the application of such mechanochromic materials. We now report the distinct luminescent responses of a new organic fluorophore, tetrathiazolylthiophene, to these stresses. The multichromism is achieved over the entire visible region using the single fluorophore. The different mechanisms of a blue shift by grinding crystals and of a red shift under hydrostatic pressure are fully investigated, which includes a high-pressure single-crystal X-ray diffraction analysis. The anisotropic and isotropic modes of mechanical loading suppress and enhance the excimer formation, respectively, in the 3D hydrogen-bond network.

  DOI：

  10.1021/ja4055228
• 作为产物：
  描述：

  2-溴-5-甲基噻唑 、 三甲基氯化锡 在 正丁基锂 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 4.0h， 生成 5-methyl-2-(trimethylstannyl)thiazole
  参考文献：
  名称：

  Distinct Responses to Mechanical Grinding and Hydrostatic Pressure in Luminescent Chromism of Tetrathiazolylthiophene

  摘要：

  Luminescent mechanochromism has been intensively studied in the past few years. However, the difference in the anisotropic grinding and the isotropic compression is not clearly distinguished in many cases, in spite of the importance of this discrimination for the application of such mechanochromic materials. We now report the distinct luminescent responses of a new organic fluorophore, tetrathiazolylthiophene, to these stresses. The multichromism is achieved over the entire visible region using the single fluorophore. The different mechanisms of a blue shift by grinding crystals and of a red shift under hydrostatic pressure are fully investigated, which includes a high-pressure single-crystal X-ray diffraction analysis. The anisotropic and isotropic modes of mechanical loading suppress and enhance the excimer formation, respectively, in the 3D hydrogen-bond network.

  DOI：

  10.1021/ja4055228

文献信息

• Metal-to-Ligand Alkyl Migration Inducing Carbon-Sulfur Bond Cleavage in Dialkyl Yttrium Complexes Supported by Thiazole-Containing Amidopyridinate Ligands: Synthesis, Characterization, and Catalytic Activity in the Intramolecular Hydroamination Reaction
  作者：Dmitry M. Lyubov、Lapo Luconi、Andrea Rossin、Giulia Tuci、Anton V. Cherkasov、Georgy K. Fukin、Giuliano Giambastiani、Alexander A. Trifonov

  DOI：10.1002/chem.201303853

  日期：2014.3.17

  dialkyl complexes supported by tridentate N−,N,N monoanionic methylthiazole– or benzothiazole–amidopyridinate ligands have been prepared and completely characterized. Studies on their stability in solution revealed progressive rearrangement of the coordination sphere in the benzothiazole‐containing system through an unprecedented metal‐to‐ligand alkyl migration and subsequent thiazole ring opening. Attempts

  中性ÿ III由三齿Ñ支持二烷基配合物-，N，N-单阴离子methylthiazole-或苯并噻唑配体amidopyridinate已经制备和完全表征。关于它们在溶液中的稳定性的研究表明，通过空前的金属-配体烷基迁移和随后的噻唑开环，含苯并噻唑的系统中的配位球逐渐重排。从导致由三阴离子Ñ稳定二聚体钇物种的产生二烷基前体的尝试来合成氢基物种-，N，N -，S -金属配位体氢化物迁移并带有化学选择性噻唑开环并随后通过分子间将残留的YH基团分子间加成至第二当量的开环中间体的亚氨基片段而形成二聚体的结果。DFT计算被用来阐明该过​​程的热力学和动力学，以支持实验证据。最后，所有分离的钇配合物，特别是通过用路易斯酸Ph 3 C + [B（C 6 F 5）4 ]活化制备的阳离子形式。被发现是用于分子内加氢/环化反应的良好候选催化剂。评估了它们在许多伯氨基和仲氨基烯烃中的催化性能。
• WO2024077216A1
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