nickel(II) [5-(p-hydroxyphenyl)]-10,15,20-triphenylporphyrinate | 166103-65-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: nickel(II) [5-(p-hydroxyphenyl)]-10,15,20-triphenylporphyrinate
• 英文别名: Ni[5-(4-hydroxylphenyl)-10,15,20-trphenylporphyrin]
• CAS: 166103-65-7
• 化学式: C₄₄H₂₈N₄NiO
• 分子量: 687.423
• InChiKey: ZICOFOKPLQOXRQ-DAJBKUBHSA-N

反应信息

• 作为反应物：
  描述：

  dichloro(nitrosyl)[tris(3,5-dimethylpyrazolyl)-borato]molybdenum 、 nickel(II) [5-(p-hydroxyphenyl)]-10,15,20-triphenylporphyrinate 在 NEt₃ 作用下， 以 甲苯 为溶剂， 以60%的产率得到nickel(II) 5-(p-[Mo(NO)(tris(3,5-dimethylpyrazolyl)borate)Cl]OC6H4)-10,15,20-triphenylporphyrin
  参考文献：
  名称：

  Synthesis, Photochemistry, and Molecular Structures of Peripherally-Molybdenated Tetraphenylporphyrins and -metalloporphyrins

  摘要：

  The peripherally-molybdenated tetraphenylporphyrin complexes [5-{p-, m-, and o-[Mo(NO)Tp(*)Cl]OC6H4}-10,15,20-Ph(3)porphH(2)] (1-3, respectively; Tp(*) = [HB(3,5-Me(2)C(3)HN(2))(3)], tris(3,5-dimethylpyrazolyl)borate; Ph(3)-porphH(2) = triphenylporphyrin) and [5-{p-[Mo(NO)Tp(*)X]OC6H4}-10,15,20-Ph(3)porphH(2)] (X = OH, 4; X = I, 5), the metalloporphyrins [5-{p-[Mo(NO)Tp(*)X]OC6H4}-10,15,20-Ph(3)porphM] (M = Zn, 6; M = Ni, 7; M = Pt, 8), and the tetramolybdenated compound [5,10,15,20-{p-[Mo(NO)Tp*Cl]OC6H4}(4)porphH(2)] (9) have been prepared by reaction of the corresponding 5-(hydroxyphenyl)-10,15,20-triphenylporphyrin or 5,10,15,20-tetraphenylporphyrin derivative. Cyclic voltammetry shows that most of these complexes undergo two oxidation processes (associated with the porphyrin, internally-metalated or otherwise) and three reduction processes (two associated with the porphyrin and one with the molybdenum fragment). The redox potentials of the molybdenum fragment are little influenced by the presence of the macrocyclic ring, and vice versa. Preliminary photochemical measurements have been made on 1-3, which were found to undergo photoinduced intramolecular electron transfer, from the excited singlet state of the porphyrin macrocycle to the molybdenum moiety, yielding charge-separated states with lifetimes in the range 120-220 ps. Further studies, using spectroelectrochemistry and EPR spectroscopy, have been made to investigate the nature of the reduced molybdenum species. The molecular structures of 1 and 3 were determined crystallographically, and it was shown that the Mo-O(phenol) distances were relatively short [1.922(5) Angstrom for 1 and 1.855(23) Angstrom for 3], consistent with p(pi) --> d(pi) donation, and that in 3 one of the pyrrole rings of the porphyrin closely approaches one of pyrazolyl rings of the tris(3,5-dimethylpyrazolyl)borate ligand. This is consistent with H-1 NMR studies. The Mo-porphyrin centroid distances are 10.51 Angstrom in 1 and 6.69 Angstrom in 3.

  DOI：

  10.1021/ic00121a020

文献信息

• Synthesis of Diaryl Ether-Linked Porphyrin Dimers via Ullmann Coupling Reaction
  作者：Jian Wu、Xu-Liang Jiang、Hong-Liang Zhang

  DOI：10.3987/com-06-10816

  日期：——

  Diaryl ether-linked porphyrin dimers were synthesized by CuI-catalyzed Ullmann coupling reaction between 5-(4-hydroxylphenyl)-10,15,20-triphenylporphyrin and 5-(4-iodophenyl)-10,15,20- triphenylporphyrin as well as their metalated derivatives.

  采用CuI催化的5-(4-羟基苯基)-10,15,20-三苯基卟啉与5-(4-碘苯基)-10,15,20-三苯基卟啉的Ullmann偶联反应合成二芳基醚连接的卟啉二聚体。它们的金属化衍生物。