copper(II) semibenzoquinonediiminate | 71070-08-1

• 分子结构分类: 有机化合物 - 苯类化合物
• 英文名称: copper(II) semibenzoquinonediiminate
• CAS: 71070-08-1
• 化学式: C₁₂H₁₂CuN₄
• 分子量: 275.8
• InChiKey: AWHGZTWKABTJSF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.88
• 重原子数：
  17.0
• 可旋转键数：
  0.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  48.12
• 氢给体数：
  4.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  copper(II) semibenzoquinonediiminate 在 I₂ 作用下， 以 乙醇 为溶剂， 以70%的产率得到
  参考文献：
  名称：

  On the synthesis and characterization of Cu[C6H4(NH)2]2 [C6H4(NH)2 = semi-benzoquinonediiminate] as a donor precursor of the semiconducting and ferromagnetic Cu[C6H4(NH)2]2(I3)1.66 charge-transfer complex

  摘要：

  The synthesis and characterization of Cu[C6H4(NH)2]2 [C6H4(NH)2 = semi-benzoquinonediiminate, abbreviated s-bqdi] are described and its relevant properties are compared with those of the known d8 and d6 metal bis- or tris-benzoquinonediiminate. The complex is paramagnetic in the solid state with mu-eff = 1.86 BM. The dominant form of Cu(s-bqdi)2 in aliphatic alcohols like methanol, ethanol and n-butanol or in THF is dimeric or oligomeric, but monomeric in acetonitrile, DMSO and DMF, as proved by UV-vis and ESR spectra. The stability of Cu(s-bqdi)2 to oxygen exposure in different solvents parallels the association behaviour and follows the order: ethanol >> DMF >> acetonitrile. The electrochemical (voltammetric) response of the [Cu-N4]z system (z = 0, +/- 1, +/- 2) in acetonitrile consists of two 0 reversible + 1 (E1/2 = -0.10 V vs SCE) and + 1 reversible + 2 (E1/2 = + 0.98 V vs SCE) reversible electron transfers and an irreversible process at E(p.c) = -1.87 V attributed to 0 --> -1 reduction. Iodination of an ethanolic solution of Cu(s-bqdi)2 led to the isolation of polycrystalline Cu(s-bqdi)2I5 which is formulated as Cu(s-bqdi)2(I3)1.66 on the basis of IR, Raman and thermogravimetric analysis. The new material exhibits high, room-temperature conductivity (sigma = 6.6.10(-2) S cm-1) and semiconducting behaviour in the temperature range 70-300 K, with a sharp transition at 215 K. Static magnetic susceptibility measurements provide mu-eff = 1.23 BM for Cu(s-bqdi)2(I3)1.66 at 295 K [calculated from mu-eff = 2.83(chi-T)1/2] which is found to obey the Curie-Weiss law between 70 and 295 K. The electrical and magnetic behaviour of Cu(s-bqdi)2(I3)1.66 is interpreted as being due to strong homomolecular intra- and interstack interactions between donor molecules with radical cationic character.

  DOI：

  10.1016/s0277-5387(00)86915-6
• 作为产物：
  描述：

  copper(II) acetate monohydrate 、 邻苯二胺 以 乙醇 为溶剂， 以30%的产率得到copper(II) semibenzoquinonediiminate
  参考文献：
  名称：

  On the synthesis and characterization of Cu[C6H4(NH)2]2 [C6H4(NH)2 = semi-benzoquinonediiminate] as a donor precursor of the semiconducting and ferromagnetic Cu[C6H4(NH)2]2(I3)1.66 charge-transfer complex

  摘要：

  The synthesis and characterization of Cu[C6H4(NH)2]2 [C6H4(NH)2 = semi-benzoquinonediiminate, abbreviated s-bqdi] are described and its relevant properties are compared with those of the known d8 and d6 metal bis- or tris-benzoquinonediiminate. The complex is paramagnetic in the solid state with mu-eff = 1.86 BM. The dominant form of Cu(s-bqdi)2 in aliphatic alcohols like methanol, ethanol and n-butanol or in THF is dimeric or oligomeric, but monomeric in acetonitrile, DMSO and DMF, as proved by UV-vis and ESR spectra. The stability of Cu(s-bqdi)2 to oxygen exposure in different solvents parallels the association behaviour and follows the order: ethanol >> DMF >> acetonitrile. The electrochemical (voltammetric) response of the [Cu-N4]z system (z = 0, +/- 1, +/- 2) in acetonitrile consists of two 0 reversible + 1 (E1/2 = -0.10 V vs SCE) and + 1 reversible + 2 (E1/2 = + 0.98 V vs SCE) reversible electron transfers and an irreversible process at E(p.c) = -1.87 V attributed to 0 --> -1 reduction. Iodination of an ethanolic solution of Cu(s-bqdi)2 led to the isolation of polycrystalline Cu(s-bqdi)2I5 which is formulated as Cu(s-bqdi)2(I3)1.66 on the basis of IR, Raman and thermogravimetric analysis. The new material exhibits high, room-temperature conductivity (sigma = 6.6.10(-2) S cm-1) and semiconducting behaviour in the temperature range 70-300 K, with a sharp transition at 215 K. Static magnetic susceptibility measurements provide mu-eff = 1.23 BM for Cu(s-bqdi)2(I3)1.66 at 295 K [calculated from mu-eff = 2.83(chi-T)1/2] which is found to obey the Curie-Weiss law between 70 and 295 K. The electrical and magnetic behaviour of Cu(s-bqdi)2(I3)1.66 is interpreted as being due to strong homomolecular intra- and interstack interactions between donor molecules with radical cationic character.

  DOI：

  10.1016/s0277-5387(00)86915-6

文献信息

• COMPOSITIONS AND METHODS COMPRISING CONDUCTIVE METAL ORGANIC FRAMEWORKS AND USES THEREOF
  申请人：Massachusetts Institute of Technology

  公开号：US20170073364A1

  公开（公告）日：2017-03-16

  Compositions and methods comprising metal organic frameworks (MOFs) and related uses are generally provided. In some embodiments, a MOF comprises a plurality of metal ions, each coordinated with at least one ligand comprising at least two sets of ortho-diimine groups arranged about an organic core.

  通常提供包括金属有机框架（MOFs）和相关用途的组合物和方法。在某些实施例中，MOF包括多个金属离子，每个离子都与至少一个配体配位，该配体包括至少两个正交二亚胺基团集合在有机核心周围。