2-(3-methylthiophen-2-yl)pyridine | 76759-27-8

• 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: 2-(3-methylthiophen-2-yl)pyridine
• CAS: 76759-27-8
• 化学式: C₁₀H₉NS
• mdl: MFCD07775629
• 分子量: 175.254
• InChiKey: GHUWFAJUEIWAHH-UHFFFAOYSA-N

物化性质

• 沸点：
  261.7±25.0 °C(Predicted)
• 密度：
  1.140±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  41.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  2-溴吡啶 在 四(三苯基膦)钯 、 Cp*Rh(OAc)2 、 potassium carbonate 作用下， 以 甲醇 、 乙醇 、 水 、 甲苯 为溶剂， 反应 33.0h， 生成 2-(3-methylthiophen-2-yl)pyridine
  参考文献：
  名称：

  用电化学促进（杂）芳烃和 6-芳基嘌呤核苷（核苷酸）的 Rh 催化 C-H 烷基化

  摘要：

  描述了一种在温和条件下通过铑催化促进（杂）芳烃的邻-C-H 烷基化的电化学方法。这种方法具有温和的条件，具有高水平的区域选择性和单选择性，可耐受各种芳香族和杂芳香族基团，并为复杂分子结构的后期多样化提供了一种广泛适用的方法，包括色氨酸、雌酮、地西泮、核苷和核苷酸。烷基硼酸和酯以及烷基三氟硼酸盐被证明是合适的偶联配对物。关键铑中间体的分离和机理研究为铑（III/IV 或 V）方案提供了强有力的支持。

  DOI：

  10.1021/acs.joc.2c00391

文献信息

• Aromatic C–H Methylation and Other Functionalizations via the Rh(III)-Catalyzed Migratory Insertion of Bis(phenylsulfonyl)carbene and Subsequent Transformations
  作者：Lei Chen、Rui-jun Peng、Xue-jing Zhang、Ming Yan、Albert S. C. Chan

  DOI：10.1021/acs.joc.1c00899

  日期：2021.8.6

  insertion of bis(phenylsulfonyl)carbene into aromatic C–H bonds has been developed. A variety of bis(phenylsulfonyl)methyl derivatives were prepared with good yields under mild conditions. The methylated products were readily obtained after reductive desulfonylation. Furthermore, the diverse transformations of bis(phenylsulfonyl)methyl to trideuteriomethyl, aldehyde, and other functional groups were

  已经开发了 Rh(III) 催化的双（苯磺酰基）卡宾迁移插入芳香族 C-H 键。在温和的条件下以良好的收率制备了多种双（苯磺酰基）甲基衍生物。还原脱磺酰化后很容易得到甲基化产物。此外，还证明了双（苯磺酰基）甲基向三氘代甲基、醛和其他官能团的多种转化。
• Electrochemiluminescent Functionalizable Cyclometalated Thiophene-Based Iridium(III) Complexes
  作者：Marco Bandini、Michele Bianchi、Giovanni Valenti、Fabio Piccinelli、Francesco Paolucci、Magda Monari、Achille Umani-Ronchi、Massimo Marcaccio

  DOI：10.1021/ic901660m

  日期：2010.2.15

  A family of new functional bis-cyclometalated thiophene-based cationic iridium complexes have been prepared and fully characterized. The introduction of formyl groups into the thienyl-based cyclometalating ligand (thpy-CHO) allows one to perform further functionalizability and to confer to the whole species potentially interesting perspectives as functional materials. The X-ray crystal structures of three complexes, namely, [Ir(thpy)(2)bpy]PF6, [Ir(thpy-CHO)(2)bpy]PF6, and [Ir(thpy-CHO)(2)phen]PF6, are reported. A rich reduction voltammetric pattern of the complexes is outlined, and the effect of the substituents on the cyclic voltammetric behavior is fully elucidated. Finally, the electrochemiluminescence spectra of all of the species have been obtained in acetonitrile by annihilation of the one-electron-oxidized and -reduced forms, showing very similar features with respect to the luminescence (as both the shape and energy of the emission bands).
• ELECTROLUMINESCENT METAL COMPLEXES WITH TRIAZOLES
  申请人：UDC Ireland Limited

  公开号：EP1966343B1

  公开（公告）日：2017-04-19
• METAL COMPLEXES WITH DIBENZO[F,H]QUINOXALINES
  申请人：UDC Ireland Limited

  公开号：EP2802594B1

  公开（公告）日：2017-04-19