(2,3,7,8-tetraoxo-5,10,15,20-tetrakis(3,5-di-tert-butylphenyl)isobacteriochlorinato)zinc(II) | 172483-93-1

• 分子结构分类: 有机化合物 - 苯类化合物
• 英文名称: (2,3,7,8-tetraoxo-5,10,15,20-tetrakis(3,5-di-tert-butylphenyl)isobacteriochlorinato)zinc(II)
• CAS: 172483-93-1
• 化学式: C₇₆H₈₈N₄O₄Zn
• 分子量: 1186.95
• InChiKey: DJXWDPSAVGWOSY-UHFFFAOYSA-L

计算性质

• 辛醇/水分配系数(LogP)：
  None
• 重原子数：
  None
• 可旋转键数：
  None
• 环数：
  None
• sp3杂化的碳原子比例：
  None
• 拓扑面积：
  None
• 氢给体数：
  None
• 氢受体数：
  None

反应信息

• 作为反应物：
  描述：

  二氧化氮 、 (2,3,7,8-tetraoxo-5,10,15,20-tetrakis(3,5-di-tert-butylphenyl)isobacteriochlorinato)zinc(II) 以 二氯甲烷 、 Petroleum ether 为溶剂， 以59%的产率得到2,9(10),16(17),23(24)-tetrakis-(4-(2-(2-[2-(2-hydroxyethoxy)ethoxy]ethoxy)ethoxy))phthalocyaninato zinc(II)
  参考文献：
  名称：

  卟啉的所有四个吡咯环的逐步环环化的策略。

  摘要：

  重复引入α-二酮单元并与芳烃-1,2-二胺反应，可以逐步使卟啉的所有四个吡咯环成环，这通过三喹喔啉卟啉，四喹喔啉卟啉的合成以及更精细的方法得以证明。双卟啉。

  DOI：

  10.1039/b714612d
• 作为产物：
  描述：

  5,10,15,20-tetrakis(3,5-di-tert-butylphenyl)porphyrin-2,3,7,8-tetraone 在 zinc diacetate 作用下， 以 甲醇 、 氯仿 为溶剂， 反应 0.05h， 以99%的产率得到(2,3,7,8-tetraoxo-5,10,15,20-tetrakis(3,5-di-tert-butylphenyl)isobacteriochlorinato)zinc(II)
  参考文献：
  名称：

  Porphyrin-Diones and Porphyrin-Tetraones:  Reversible Redox Units Being Localized within the Porphyrin Macrocycle and Their Effect on Tautomerism

  摘要：

  Porphyrin-2,3-diones and porphyrin-2,3,7,8- and porphyrin-2,3,12,13-tetraones were shown to have a redox-active unit that can function independently of the macrocycle at large. Electroreduction of 5,10,15,20-tetrakis(3,5-di-tert-butylphenyl)porphyrin-2,3-diones [(P-dione)M] and the corresponding -2,3,12,13-tetraones [L-(P-tetraone)M] and -2,3,7,8-tetraones [C-(P-tetraone)M], where M = 2H, Cu-II, Zn-II, Ni-II, and Pd-II was investigated and the products were characterized by ESR and thin-layer UV-visible spectroelectrochemistry. Electrochemical and spectroelectrochemical data show that the first two reductions of the porphyrin-diones and the first three reductions of the porphyrin-tetraones occur at the dione units. This was confirmed by ESR spectra of first reduction products which show that the electron spin is totally localized on a semidione unit, independent of the central metal ion and of the number and location of dione units. ESR spectra of the radical anions derived from free-base porphyrin-2,3-dione [(P-dione)2H] and porphyrin-2,3,12,13-tetraone [L-(P-tetraone)2H] confirm the trans-arrangement of the two inner protons and their location on nonsubstituted pyrrolic rings, thereby maintaining an 18-atom 18-pi electron bacteriochlorin-like aromatic delocalization pathway. The redox unit is not similarly isolated in the corner free-base porphyrin-2,3,7,8-tetraone [C-(P-tetraone)2H]. A one-electron reduction of C-(P-tetraone)2H leads to the formation of a tautomer with trans inner hydrogens with one residing on the N of the ring with the reduced unit as the only detectable product. This process is favorable because it creates a more delocalized 18-atom 18-pi electron aromatic pathway. This result is consistent with the measured redox potentials which show the first reduction of C-(P-tetraone)2H to be substantially easier than (P-dione)2H or L-(P-tetraone)2H.

  DOI：

  10.1021/ja070759b

文献信息

• Synthesis of porphyrin-2,3,12,13- and -2,3,7,8-tetraones: building blocks for the synthesis of extended porphyrin arrays
  作者：Maxwell J. Crossley、Linda J. Govenlock、Jognandan K. Prashar

  DOI：10.1039/c39950002379

  日期：——

  The first synthesis of a porphyrin-2,3,12,13-tetraone and porphyrin-2,3,7,8-tetraones is reported; these compounds are useful compounds for the construction of laterally-extended porphyrin systems as is illustrated by the synthesis of linear and bent tris-porphyrins, 10 and 11, respectively, and the tetrakis-porphyrin 12.

  据报道，首次合成了卟啉-2,3,12,13-丁酮和卟啉-2,3,7,8-丁酮；这些化合物可用于构建侧向延伸的卟啉体系，如分别由线性和弯曲的tris-卟啉10和11以及tetrakis-卟啉12的合成所示。