tetra-1,8(or 11),15(or 18),22(or 25)-n-butyloxyphthalocyaninatocopper | 220130-90-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 菲及其衍生物
• 英文名称: tetra-1,8(or 11),15(or 18),22(or 25)-n-butyloxyphthalocyaninatocopper
• CAS: 220130-90-5
• 化学式: C₄₈H₄₈CuN₈O₄
• 分子量: 864.506
• InChiKey: JPPSBHVWTQQGHM-UHFFFAOYSA-N

反应信息

• 作为产物：
  描述：

  copper(II) choride dihydrate 、 3-n-butyloxy-1,2-dicyanobenzene 在 ammonium molybdate urea 作用下， 以 neat (no solvent) 为溶剂， 以18.8%的产率得到tetra-1,8(or 11),15(or 18),22(or 25)-n-butyloxyphthalocyaninatocopper
  参考文献：
  名称：

  An Adjacent Dibenzotetraazaporphyrin:  A Structural Intermediate between Tetraazaporphyrin and Phthalocyanine

  摘要：

  An adjacent dibenzotetraazaporphyrin, in which two benzene units are fused to the adjacent pyrrole rings of tetraazaporphyrin skeleton, has been synthesized as a copper complex for the first time and characterized by electronic absorption and magnetic circular dichroism spectroscopy, by cyclic voltammetry and spectroelectrochemistry using an optically transparent thin layer electrochemical cell. The results were compared with those of tetraazaporphyrin and phthalocyanine analogues. The title compound shows intermediate characteristics between those of normal tetraazaporphyrins and phthalocyanines; the Q-band shifts to the red and becomes more intense while the Soret band broadens with increasing the size of the pi-system. With the expansion of the pi-system, the first reduction potential does not change significantly, while the first oxidation potential shifts negatively, indicating that the LUMO level remains almost constant while the HOMO level destabilizes significantly. These spectroscopic properties and redox potentials were reproduced by molecular orbital calculations within the framework of the Pariser-Parr-Pople approximation. Thermogravimetry analysis suggests that the skeleton of the adjacent dibenzotetraazaporphyrin complex decomposes at about 95 degrees lower than that of the tetra-tert-butylated phthalocyanine analogue.

  DOI：

  10.1021/ic9806535