1-N-ferrocenylmethylindazole | 521943-94-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡唑类
• 英文名称: 1-N-ferrocenylmethylindazole
• 英文别名: 1-ferrocenylmethylindazole；cyclopenta-1,3-diene;1-(cyclopenta-2,4-dien-1-ylmethyl)indazole;iron(2+)
• CAS: 521943-94-2
• 化学式: C₁₈H₁₆FeN₂
• 分子量: 316.185
• InChiKey: CXBWGBIKOZXBOT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.21
• 重原子数：
  21
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  17.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1H-1,2,4-三唑 、 1-N-ferrocenylmethylindazole 在 HCl 作用下， 以 甲醇 为溶剂， 以20%的产率得到1-ferrocenylmethyl-1H-1,2,4-triazole
  参考文献：
  名称：

  摘要：

  Ferrocenylmethylation and alpha-ferrocenylethylation of indazole were carried out for the first time. Both reactions afforded two isomers, which were characterized by physical and physicochemical methods, among them by X-ray diffraction analysis. 1-(alpha-Ferrocenylethyl)indazole is thermally more stable than the 2-substituted isomer. Both isomers serve as ferrocenylalkylating agents with respect to s-triazole.

  DOI：

  10.1023/a:1021360704054
• 作为产物：
  描述：

  2-N-ferrocenylmethylindazole 以 四氢呋喃 为溶剂， 生成 1-N-ferrocenylmethylindazole
  参考文献：
  名称：

  摘要：

  Ferrocenylmethylation and alpha-ferrocenylethylation of indazole were carried out for the first time. Both reactions afforded two isomers, which were characterized by physical and physicochemical methods, among them by X-ray diffraction analysis. 1-(alpha-Ferrocenylethyl)indazole is thermally more stable than the 2-substituted isomer. Both isomers serve as ferrocenylalkylating agents with respect to s-triazole.

  DOI：

  10.1023/a:1021360704054

文献信息

• 6-Membered cyclopalladated complex of 1-N-ferrocenylmethylindazole and its catalytic activity in cross-coupling Suzuki reactions
  作者：Ludmila A. Bulygina、Natalya S. Khrushcheva、Konstantin A. Lyssenko、Alexey A. Anisimov、Aleksander S. Peregudov

  DOI：10.1007/s11243-021-00486-0

  日期：2022.1

  different palladating agents (Li2PdCl4, Na2PdCl4, Pd(OAc)2/LiCl) followed by the addition of PPh3 led to the 6-membered palladacycle 3. The structures of new ferrocene ligand precursors 1 and 2 and CN cyclopalladated complex 3 were characterized by physicochemical and spectroscopic methods. The single-crystal X-ray analysis of 3 indicated a boat conformation of the 6-membered palladacycle. The obtained bimetallic

  合成了新的有机金属衍生物1-N-和2-N-二茂铁甲基吲唑（1和2）作为配体前体。使用不同的钯化剂（Li 2 PdCl 4、Na 2 PdCl 4、Pd(OAc) 2 /LiCl）对1进行直接环钯化，然后加入 PPh 3得到 6 元钯环3。通过物理化学和光谱学方法对新型二茂铁配体前体1和2以及 CN 环钯配合物3的结构进行了表征。3的单晶X射线分析表示 6 元帕拉达环的船形构象。获得的双金属配合物3似乎是芳基溴化物与苯基硼酸的 Suzuki 反应中的活性预催化剂。