[2,3-bis(dimethylamino)-7,8,12,13,17,18-hexapropylporphyrazinato]zinc(II) | 227792-98-5

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: [2,3-bis(dimethylamino)-7,8,12,13,17,18-hexapropylporphyrazinato]zinc(II)
• 英文别名: zinc;4-N,4-N,5-N,5-N-tetramethyl-9,10,14,15,19,20-hexapropyl-2,7,12,17,21,24-hexaza-22,23-diazanidapentacyclo[16.2.1.13,6.18,11.113,16]tetracosa-1,3(24),4,6,8,10,12,14,16,18(21),19-undecaene-4,5-diamine
• CAS: 227792-98-5
• 化学式: C₃₈H₅₄N₁₀Zn
• 分子量: 716.304
• InChiKey: HNUVAMWNWOYGOG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.42
• 重原子数：
  49
• 可旋转键数：
  14
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.58
• 拓扑面积：
  82.6
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  [2,3-bis(dimethylamino)-7,8,12,13,17,18-hexapropylporphyrazinato]zinc(II) 在 氧气 作用下， 生成 zinc;13-N,13-N,15-N,15-N-tetramethyl-4,5,9,10,18,19-hexapropyl-2,7,12,14,16,22-hexaza-20,21-diazanidatetracyclo[15.2.1.13,6.18,11]docosa-1(19),2,4,6(22),7,9,11,13,15,17-decaene-13,15-dicarboxamide
  参考文献：
  名称：

  Photoperoxidation of a Diamino Zinc Porphyrazine to the seco-Zinc Porphyrazine:  Suicide or Murder?

  摘要：

  We report on the efficient photooxidation of hexapropyl bis(dimethylamino) zinc porphyrazine. The process is Shown to be autocatalytic. The triplet state of the seco-ZnPz sensitizes the formation of excited-state singlet oxygen with a quantum yield of 0.54 and subsequent cleavage of the pyrrole double bond occurs to give the product, seco-zinc porphyrazine. The photophysics of the two porphyrazines is examined using absorption, emission, and transient absorption spectroscopy. The efficiency of production of singlet oxygen is monitored using the phosphorescence emission signature at 1270 nm.

  DOI：

  10.1021/jp9905068

文献信息

• Peripherally Metalated Secoporphyrazines:  A New Generation of Photoactive Pigments
  作者：Efstathia G. Sakellariou、Antonio Garrido Montalban、Hubert G. Meunier、Garry Rumbles、David Phillips、Richard B. Ostler、Klaus Suhling、Anthony G. M. Barrett、Brian M. Hoffman

  DOI：10.1021/ic0111583

  日期：2002.4.1

  Base-catalyzed cross condensation of dipropylmaleonitrile 1 with bis(dimethylamino) maleonitrile 2 in an equimolar ratio afforded the porphyrazines 3a, 4a, 5a, 6a and 7a. Subsequent demetalation of 5a with TFA followed by remetalation with Zn(OAc)(2) gave ligand 5c in good yield, Compound 5c was, in turn, selectively oxidized and further peripherally functionalized using Pt(PhCN)(2)Cl-2 and PdCl2 to yield the novel seco solitaire porphyrazines 10a and 10b. The photophysical profiles of the seco solitaire porphyrazines 10a and 10b were evaluated by means of absorption, emission, and transient absorption spectroscopy. The new pigments 10a and 10b were found to be photochemically more stable than the solitaire complexes 3d and 3e and mediated the generation of singlet oxygen with quantum yields of 0.59 and 0.45, respectively.
• Montalban, A. Garrido; Meunier, H. G.; Ostler, R. B., Journal of Physical Chemistry A
  作者：Montalban, A. Garrido、Meunier, H. G.、Ostler, R. B.、Barrett, A. G. M.、Hoffman, B. M.、et al.

  DOI：——

  日期：——
• Photoperoxidation of a Diamino Zinc Porphyrazine to the <i>seco</i>-Zinc Porphyrazine:  Suicide or Murder?
  作者：A. Garrido Montalban、H. G. Meunier、R. B. Ostler、A. G. M. Barrett、B. M. Hoffman、G. Rumbles

  DOI：10.1021/jp9905068

  日期：1999.6.1

  We report on the efficient photooxidation of hexapropyl bis(dimethylamino) zinc porphyrazine. The process is Shown to be autocatalytic. The triplet state of the seco-ZnPz sensitizes the formation of excited-state singlet oxygen with a quantum yield of 0.54 and subsequent cleavage of the pyrrole double bond occurs to give the product, seco-zinc porphyrazine. The photophysics of the two porphyrazines is examined using absorption, emission, and transient absorption spectroscopy. The efficiency of production of singlet oxygen is monitored using the phosphorescence emission signature at 1270 nm.