1,8-bis((η5-pentamethylcyclopentadienyl)(η5-cyclopentadiendiyl)nickel(II))naphthalene | 1208267-01-9

• 英文名称: 1,8-bis((η5-pentamethylcyclopentadienyl)(η5-cyclopentadiendiyl)nickel(II))naphthalene
• CAS: 1208267-01-9
• 化学式: C₄₀H₄₄Ni₂
• 分子量: 642.169
• InChiKey: YUBHXSMCONMOCV-UHFFFAOYSA-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

• 作为产物：
  描述：

  (acetylacetonato)(η5-pentamethylcycopentadienyl)nickel(II) 、 disodium-1,8-bis(cyclopentadiendi-1'-yl)naphthalene 以 四氢呋喃 为溶剂， 以84%的产率得到1,8-bis((η5-pentamethylcyclopentadienyl)(η5-cyclopentadiendiyl)nickel(II))naphthalene
  参考文献：
  名称：

  Stacked Nickelocenes: Synthesis, Structural Characterization, and Magnetic Properties

  摘要：

  The disubstitution of 1,8-diiodonaphthalene (1) with cyclopentadienyl nucleophiles reveals 1,8-(dicyclopentadienyl)naphthalene, which rapidly undergoes Diels-Alder reaction forming 1,8-(3a',4',7',7a'-tetrahydro-4',7'-methanoindene-7a',8'-diyl)-naphthalene (2). A subsequent retro-Diels-Alder reaction in the presence of sodium hydride yields the disodium salt of 1,8-(dicyclopentadiendiyl)-naphthalene 3. The disodium salt 3 was the starting material to obtain the paramagnetic bisnickelocene derivative 4, which structure was obtained by X-ray structure analysis, revealing two nickelocenes kept together in a stacked fashion by a 1,8-naphthalene clamp. An electronic interaction between the two nickel atoms is found as a result of cyclic voltammetry, indicating five different oxidation states +4, +3, +2, +1, and 0. The magnetic properties of 4 in solution were studied by variable temperature paramagnetic H-1 NMR spectroscopy and Evans method and revealed Curie behavior between 213 and 293 K. The magnetic susceptibility of a powdered sample of 4 was measured, and an antiferromagnetic interaction with an exchange coupling of J(12) = -31.49 cm(-1) is found. In accord with experimental data, broken symmetry density functional theory (DFT) calculations revealed four antiferromagnetically coupled electrons resulting in an open shell singlet ground state.

  DOI：

  10.1021/ic902058n