1,8-bis(3-cyclopenta-2,4-dien-1-ylselanylpropylselanylmethyl)naphthalene;iron(2+) | 1431849-98-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 1,8-bis(3-cyclopenta-2,4-dien-1-ylselanylpropylselanylmethyl)naphthalene;iron(2+)
• CAS: 1431849-98-7
• 化学式: C₂₈H₃₀FeSe₄
• 分子量: 738.233
• InChiKey: HDLBGYWJZRTYPY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  33
• 可旋转键数：
  0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  [Pt(MeCN)₄](PF₆)₂ 、 1,8-bis(3-cyclopenta-2,4-dien-1-ylselanylpropylselanylmethyl)naphthalene;iron(2+) 以 二氯甲烷 为溶剂， 反应 24.0h， 生成
  参考文献：
  名称：

  Synthesis and Study of Three Novel Macrocyclic Selena[n]ferrocenophanes Containing a Naphthalene Unit

  摘要：

  Three novel macrocyclic ligands, L1-L3, in which a ferrocene unit and a fluorescent moiety are linked to polyselena rings have been designed and prepared from 1,1'-bis(3-bromopropylseleno)ferrocene. Reaction of L with [M(NCMe)(4)](PF6)(2) (M = Pd and Pt) led to complexes [ML](PF6)(2) (M = Pd and Pt). Crystal structure analysis revealed that after complexation, the macrocyclic ligand adopts the unusual c,c,c conformation due to intramolecular C-H center dot center dot center dot pi interactions from the hydrogen atoms of ferrocene moieties to the naphthalene ring. Electrochemical studies showed that in [ML] (PF6)(2) (M = Pd and Pt) the half-wave potential of the 1,1'-ferrocenediyl group shifts to much more positive potentials due to electron density withdrawn from Se donor atoms. Electrochemical and optical measurements were used to calculate HOMO and LUMO levels as well as HOMO-LUMO band gaps. Results were compared and correlated with the differences in molecular structures.

  DOI：

  10.1021/ic302628y
• 作为产物：
  描述：

  1,8-bis(selenocyanatomethyl)naphthalene 、 fc[Se(CH2)3Br]2 在 sodium tetrahydroborate 作用下， 以 乙醇 、 四氢呋喃 为溶剂， 反应 3.0h， 以16%的产率得到1,8-bis(3-cyclopenta-2,4-dien-1-ylselanylpropylselanylmethyl)naphthalene;iron(2+)
  参考文献：
  名称：

  Synthesis and Study of Three Novel Macrocyclic Selena[n]ferrocenophanes Containing a Naphthalene Unit

  摘要：

  Three novel macrocyclic ligands, L1-L3, in which a ferrocene unit and a fluorescent moiety are linked to polyselena rings have been designed and prepared from 1,1'-bis(3-bromopropylseleno)ferrocene. Reaction of L with [M(NCMe)(4)](PF6)(2) (M = Pd and Pt) led to complexes [ML](PF6)(2) (M = Pd and Pt). Crystal structure analysis revealed that after complexation, the macrocyclic ligand adopts the unusual c,c,c conformation due to intramolecular C-H center dot center dot center dot pi interactions from the hydrogen atoms of ferrocene moieties to the naphthalene ring. Electrochemical studies showed that in [ML] (PF6)(2) (M = Pd and Pt) the half-wave potential of the 1,1'-ferrocenediyl group shifts to much more positive potentials due to electron density withdrawn from Se donor atoms. Electrochemical and optical measurements were used to calculate HOMO and LUMO levels as well as HOMO-LUMO band gaps. Results were compared and correlated with the differences in molecular structures.

  DOI：

  10.1021/ic302628y