octaethyltetraazaporphyrine | 136993-78-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 英文名称: octaethyltetraazaporphyrine
• 英文别名: octaethyltetraazaporphyrin；octaethylporphyrazine；2,3,7,8,12,13,17,18-Octaethyl-5,10,15,20-tetraazaporphyrin；4,5,9,10,14,15,19,20-octaethyl-2,7,12,17,21,22,23,24-octazapentacyclo[16.2.1.13,6.18,11.113,16]tetracosa-1,3,5,7,9,11,13(22),14,16,18(21),19-undecaene
• CAS: 136993-78-7
• 化学式: C₃₂H₄₂N₈
• 分子量: 538.739
• InChiKey: VWKIEPJQDGBLJA-UHFFFAOYSA-N

物化性质

• 沸点：
  987.5±57.0 °C(Predicted)
• 密度：
  1.118±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  7.2
• 重原子数：
  40
• 可旋转键数：
  8
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  109
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  octaethyltetraazaporphyrine 在 pyridine 作用下， 以 四氢呋喃 、 甲苯 、 苯 为溶剂， 生成 iron(II) octaethyltetraazaporphyrin bis(pyridine)
  参考文献：
  名称：

  Fitzgerald, Jeffrey P.; Haggerty, Brian S.; Rheingold, Arnold L., Inorganic Chemistry, 1992, vol. 31, # 11, p. 2006 - 2013

  摘要：

  DOI：

文献信息

• Canted Ferromagnetism and Other Magnetic Phenomena in Square-Planar, Neutral Manganese(II) and Iron(II) Octaethyltetraazaporphyrins
  作者：Scott P. Sellers、Brenda J. Korte、Jeffrey P. Fitzgerald、William M. Reiff、Gordon T. Yee

  DOI：10.1021/ja973787a

  日期：1998.5.1

  is likely competing with ferromagnetic coupling in this compound. 57Fe Mossbauer spectroscopy has been used to support the local structural similarity between the two phases and to study the ferromagnetic transition. The isomorphous manganese analogue of α-Fe(OETAP), α-Mn(OETAP), expected to be a ferromagnet with a higher TCurie, exhibits many characteristics of ferromagnetism, notably hysteresis at

  已发现铁 (II) 八乙基四氮杂卟啉在室温下以两种多晶型物 α- 和 β-Fe(OETAP) 存在。这已通过 X 射线粉末衍射和扫描电子显微镜确定。交流和直流 SQUID 磁力测定法均表明 α 相是 TCurie = 2.8 K 的软分子铁磁体。β 相具有相同数量的未配对自旋和相似的 g 值，但它的顺序不超过 ∼1 K。零-场分裂可能与该化合物中的铁磁耦合竞争。57Fe Mossbauer 光谱已被用于支持两相之间的局部结构相似性并研究铁磁转变。α-Fe(OETAP) 的同晶锰类似物 α-Mn(OETAP) 有望成为具有较高 TCurie 的铁磁体，表现出许多铁磁性特征，尤其是 1 处的磁滞。8 K，Hcoer = 2.5 kG，Mrem = 4 kemu-G/mol。然而，与铁磁性 α-Fe(OETAP) 相比，α-Mn(OETAP) 表现出强烈的频率依赖性交流磁敏感...
• Zirconium(IV) Sandwich Complexes of Porphyrins and Tetraazaporphyrins:  Synthesis, Structure, and Nonlinear Optical Properties
  作者：James P. Collman、Jonathan L. Kendall、Judy L. Chen、Todd A. Eberspacher、Christopher R. Moylan

  DOI：10.1021/ic970657u

  日期：1997.11.1

  A family of bis(porphyrin) zirconium sandwich complexes containing octaethylporphyrin (OEP) and octaethyltetraazaporphyrin (OETAP) was synthesized and characterized by W-vis and NMR spectroscopies. The two ligands are structural analogues yet have dramatically different redox properties (the redox potentials of OETAP complexes are much more positive than those of the corresponding OEP complexes). Cyclic voltammetry results indicate that Zr(OETAP)(2) is about 600 mV harder to oxidize and about 600 mV easier to reduce than Zr(OEP)2, while the mixed sandwich Zr(OEP)(OETAP) exhibits intermediate redox potentials. The structures of Zr(OEP)(OETAP) and Zr(OETAP)2 were determined by X-ray crystallography and compared to Zr(OEP)(2). The solid state structures were very similar, indicating that OEP and OETAP have similar steric parameters and that observed spectroscopic and electrochemical differences are due primarily to electronic factors. The one electron oxidized porphyrin sandwiches were also synthesized. Characterization by W-vis, near-IR, EPR, and IR spectroscopies confirm the it radical nature of these complexes. IR spectra indicate that the cation is delocalized over the entire complex in both [Zr(OEP)(OETAP)](+)[SbCl6](-) and [Zr(OETAP)(2)](+)[SbCl6](-), consistent with a strongly coupled pi system. Additional evidence for strong coupling was obtained from measurement of the nonlinear optical properties of the mixed complex; the molecular hyperpolarizability is negative, indicating that the dipole moment reverses direction upon electronic excitation.
• The Optical Spectra of NiP, NiPz, NiTBP, and NiPc:  Electronic Effects of <i>Meso</i>-tetraaza Substitution and Tetrabenzo Annulation
  作者：A. Rosa、G. Ricciardi、E. J. Baerends、S. J. A van Gisbergen

  DOI：10.1021/jp003508x

  日期：2001.4.1

  Time-dependent density functional calculations have been performed on the symmetry and spin-allowed E, excited states of the nickel tetrapyrrole series, NiP, NiPz, NiTBP, and NiPc. Optical spectra collected in noncoordinating solvents are presented for NiTBP, for the newly synthesized octaethyl nickel porphyrazine, NiOEPz, and for MgOEPz. The theoretical results prove to agree very well with the experimental data, providing an accurate description of the W-vis spectra. The effects on the optical spectra of introducing in the basic porphyrinic ring, aza bridges, benzo rings, both aza bridges and benzo rings, and a transition metal are highlighted and interpreted on the basis of the electronic structure changes occurring along the;series. The following results were found: (i) The near-degeneracy of the configurations (a(lu)e(g)) and (a(2u)e(g)) of the four-orbital model leads to strong mixing in NiP. The resulting low-energy state corresponds to the Q band with low intensity due to opposing transition dipoles of the contributing transitions. In NiTBP, NiPz, and NiPc, the degeneracy is lifted, and the lowest transition becomes increasingly purely (a(lu)e(g)) with concomitant larger intensities in the Q band, which is most intense in NiPc. (ii) The B band is calculated to correspond in NiP to a strong mixture of the degenerate (a(lu)e(g)) and (a(2u)e(g)) configurations with parallel transition dipoles, hence a large intensity. In NiPz and NiPc, the B band can no longer be described in terms of the four-orbital model, it has considerable MLCT character in NiPz and corresponds to a more complicated configuration mixing in NiPc. (iii) Transitions involving metal 3d states, either MLCT or LMCT, influence notably the spectrum to the blue of the B band.
• Ni, Yaping; Fitzgerald, Jeffrey P.; Carroll, Patrick, Inorganic Chemistry, 1994, vol. 33, # 9, p. 2029 - 2035
  作者：Ni, Yaping、Fitzgerald, Jeffrey P.、Carroll, Patrick、Wayland, Bradford B.

  DOI：——

  日期：——