1-trimethylstannyl-2-p-tolylsulfinylferrocene | 871502-77-1

• 英文名称: 1-trimethylstannyl-2-p-tolylsulfinylferrocene
• CAS: 871502-77-1
• 化学式: C₂₀H₂₄FeOSSn
• 分子量: 487.033
• InChiKey: NBXCIMXQQQQRND-YEYOTXFRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
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• 重原子数：
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• 可旋转键数：
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• 环数：
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• sp3杂化的碳原子比例：
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• 拓扑面积：
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• 氢给体数：
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• 氢受体数：
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反应信息

• 作为反应物：
  描述：

  1-trimethylstannyl-2-p-tolylsulfinylferrocene 、 三甲基氯化锡 在 t-BuLi 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 以48%的产率得到1,2-bis(trimethylstannyl)ferrocene
  参考文献：
  名称：

  Rational Synthesis and Complexation Behavior of the Bidentate Lewis Acid 1,2-Bis(chloromercury)ferrocene

  摘要：

  1,2-Disubstituted ferrocenes represent an interesting, yet underdeveloped class of redox-active bidentate Lewis acids. We describe here a new rational synthesis of 1,2-bis(trimethylstannyl)ferrocene (2) and its high yield conversion to 1,2-bis(chloromercury)ferrocene (3). X-ray crystal structures for complexes of the bidentate Lewis acid 3 with DMSO, [Bu4N]Cl, and [PPh4] Cl were obtained. In all cases the two Hg atoms form reverse chelates with the nucleophile. With DMSO a 1:1 complex is formed, in which DMSO is coordinated from the endo side of ferrocene. Two molecules of 3 are used in the binding to the chloride anion. Different modes are realized with the two different counterions. In the complex with [Bu4N]Cl the chloride ion is coordinated from the exo side of both ferrocenes, while with [PPh4]Cl the chloride ion is endo with respect to one and exo with respect to the other ferrocene moiety. Layered and channel-like supramolecular structures are realized with [Bu4N] and [Ph4P] counterions, respectively.

  DOI：

  10.1021/om0506567