N-ferrocenyl rac-5-(1,2-dithiolan-3-yl)pentanamide | 1360001-54-2

• 英文名称: N-ferrocenyl rac-5-(1,2-dithiolan-3-yl)pentanamide
• CAS: 1360001-54-2
• 化学式: C₁₈H₂₃FeNOS₂
• 分子量: 389.366
• InChiKey: IWFHTHGGMFSCKZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  None
• 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：

  N-ferrocenyl rac-5-(1,2-dithiolan-3-yl)pentanamide 、 sodium tetrahydroborate 在 HCl 作用下， 以 四氢呋喃 、 甲苯 为溶剂， 以81%的产率得到N-ferrocenyl rac-6,8-dithiooctaneamide
  参考文献：
  名称：

  New ferrocene based dithiolate ligands

  摘要：

  The preparation and characterization of the three ferrocene based dithiolane complexes [(eta(5)-C5H5)Fe(eta(5)-C5H4)NHC(O)(CH2)(4)(CHS2CH2CH2) over bar ]1, [(eta(5)-C5H5)Fe(eta(5)-C5H4)CH2OC(O)(CH2)(4) (CHS2CH2CH2) over bar] 2 and [(eta(5)-C5H5)Fe(eta(5)-C5H4)NHC(O)(CH2)(CHS2CH2CH2) over bar] 3, with different spacer groups between the ferrocenyl moiety and the dithiolane unit, are reported. The complexation of 1 and 2, using the oxidative addition of the S-S bonds to Pt(O), is also described, leading to the square planar Pt(II) complexes [Pt(PPh3)(2)(S2CH2CH2CH-kappa(2)-S,S)(CH2)(4)C(O)NH(eta(5)-C5H4)Fe(eta(5)-C5H5)] 4 and [Pt(PPh3)(2) (S2CH2CH2CH-kappa(2)-S,S)(CH2)(4)C(O)OCH2(eta(5)-C5H4)Fe(eta(5)-C5H5)] 5, respectively. The reduction of the S-S bond in 1 and 2 yields the corresponding dithiols; these can be deprotonated and treated with ClSiMe3 to prepare [(eta(5)-C5H5)Fe(eta(5)-C5H4)NHC(O)(CH2)(4)CH(SSiMe3)CH2CH2(SSiMe3)] 7 and [(eta(5)-C5H5) Fe(eta(5)-C5H4)CH2OC(O)(CH2)(4)CH(SSiMe3)CH2CH2(SSiMe3)] 9, respectively. The complexes were characterized via NMR and UV-Vis absorption spectroscopy, cyclic voltammetry and single crystal X-ray diffraction for 1 and 4. (C) 2011 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2011.12.003
• 作为产物：
  描述：

  (R,S)-硫辛酰氯 、 aminoferrocene 在 Et₃N 作用下， 以 二氯甲烷 、 甲苯 为溶剂， 以66%的产率得到N-ferrocenyl rac-5-(1,2-dithiolan-3-yl)pentanamide
  参考文献：
  名称：

  New ferrocene based dithiolate ligands

  摘要：

  The preparation and characterization of the three ferrocene based dithiolane complexes [(eta(5)-C5H5)Fe(eta(5)-C5H4)NHC(O)(CH2)(4)(CHS2CH2CH2) over bar ]1, [(eta(5)-C5H5)Fe(eta(5)-C5H4)CH2OC(O)(CH2)(4) (CHS2CH2CH2) over bar] 2 and [(eta(5)-C5H5)Fe(eta(5)-C5H4)NHC(O)(CH2)(CHS2CH2CH2) over bar] 3, with different spacer groups between the ferrocenyl moiety and the dithiolane unit, are reported. The complexation of 1 and 2, using the oxidative addition of the S-S bonds to Pt(O), is also described, leading to the square planar Pt(II) complexes [Pt(PPh3)(2)(S2CH2CH2CH-kappa(2)-S,S)(CH2)(4)C(O)NH(eta(5)-C5H4)Fe(eta(5)-C5H5)] 4 and [Pt(PPh3)(2) (S2CH2CH2CH-kappa(2)-S,S)(CH2)(4)C(O)OCH2(eta(5)-C5H4)Fe(eta(5)-C5H5)] 5, respectively. The reduction of the S-S bond in 1 and 2 yields the corresponding dithiols; these can be deprotonated and treated with ClSiMe3 to prepare [(eta(5)-C5H5)Fe(eta(5)-C5H4)NHC(O)(CH2)(4)CH(SSiMe3)CH2CH2(SSiMe3)] 7 and [(eta(5)-C5H5) Fe(eta(5)-C5H4)CH2OC(O)(CH2)(4)CH(SSiMe3)CH2CH2(SSiMe3)] 9, respectively. The complexes were characterized via NMR and UV-Vis absorption spectroscopy, cyclic voltammetry and single crystal X-ray diffraction for 1 and 4. (C) 2011 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2011.12.003