2,3,7,8,12,13,17,18-octamethylporphyrin copper(II) | 15079-58-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2,3,7,8,12,13,17,18-octamethylporphyrin copper(II)
• 英文别名: copper(II)-2,3,7,8,12,13,17,18-octamethylchlorin；2,3,7,8,12,13,17,18-octamethylporphine；octamethylporphyrin copper(II)；copper(II) octamethylporphin
• CAS: 15079-58-0
• 化学式: C₂₈H₂₈CuN₄
• 分子量: 484.103
• InChiKey: GNJVEIGZPKHTLD-CQRWSDJFSA-N

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

• 作为产物：
  描述：

  2,3,7,8,12,13,17,18-octamethyl-porphyrin 在 copper diacetate 、 溶剂黄146 、 三氯乙酸 作用下， 以 水 为溶剂， 反应 2.0h， 以84%的产率得到2,3,7,8,12,13,17,18-octamethylporphyrin copper(II)
  参考文献：
  名称：

  八甲基卟啉铜，C28H28N4Cu - 气相中卟啉的首次实验结构测定

  摘要：

  摘要 给出了游离卟啉金属配合物分子结构实验研究的第一个实例。气相电子衍射应用于八甲基卟啉铜 (II), C28H28N4Cu 的分子结构测定，在 674(10) K 的扩散池温度下。发现该分子具有 D4h 对称的几何构型，具有以下主要核间结构距离和价角：rh1(Cu–N) = 2.013(5) A，rh1(C(N)–N) = 1.378(4) A，rh1(C(N)–C) = 1.454(3) A， rh1(C–C(Me)) = 1.503(3) A, rh1(C(Me)–C(Me)) = 1.372(3) A, rh1(C(N)–C(α)) = 1.390( 3) A, ∠ Cu–N–C(N) = 127.1(1)°, ∠ C(N)–N–C(N) = 105.7(2)°, ∠ N–C(N)–C(Me ) = 110.8(2), ∠ C(N)–C(Me)–C(Me) = 106.4(2)°,

  DOI：

  10.1016/j.molstruc.2010.02.029

文献信息

• Gmelin Handbuch der Anorganischen Chemie, Gmelin Handbook: Cu: MVol.B4, 129, page 1729 - 1732
  作者：

  DOI：——

  日期：——
• Eisner, U.; Linstead, R. P.; Pakes, E. A., Journal of the Chemical Society
  作者：Eisner, U.、Linstead, R. P.、Pakes, E. A.、Stephen, E.

  DOI：——

  日期：——
• Gmelin Handbuch der Anorganischen Chemie, Gmelin Handbook: Cu: MVol.B4, 146, page 1770 - 1772
  作者：

  DOI：——

  日期：——
• Fischer, H.; Walach, B., Liebigs Annalen der Chemie, 1926, vol. 450, p. 164 - 181
  作者：Fischer, H.、Walach, B.

  DOI：——

  日期：——
• Polarized Resonance Raman Spectroscopy Reveals Two Different Conformers of Metallo(II)octamethylchlorins in CS₂
  作者：Robert J. Lipski、Esko Unger、Reinhard Schweitzer-Stenner

  DOI：10.1021/jp9918858

  日期：1999.11.1

  We have for the first time measured and analyzed the Raman spectra of the model hydroporphyrins nickel(II) and copper(II) 2,2,7,8,12,13,17,18-octamethylchlorin in CS2, A detailed spectral analysis of the fingerprint region of nickel(II) chlorin revealed that a band at 1654 cm(-1) is composed of two sublines at 1654 and 1662 cm(-1). A novel normal coordinate analysis based on a transferrable force field derived from nickel(II) porphin, propane, and 2,2-dimethylpropane revealed that the respective normal mode is comparable with the porphyrin mode nu(10) despite significant localization effects due to the reduction of a pyrrole ring. The resonance excitation profile of the low-frequency subline of nu(10) is red-shifted with respect to that at higher frequencies. Hence, the two sublines can be interpreted as resulting from the coexistence of a nonplanar (ruffled) and a more planar conformer. The analysis of the nu(10) band of the copper(II) octamethylchlorin revealed that it is also composed of two sublines. The frequencies obtained are 1639 and 1645 cm(-1). Thus, evidence is provided that copper(II) chlorins can exist in a nonplanar conformation. These results underscore the notion that even in the absence of any steric interactions between substituents and the presence of metals with an optimal ionic radius pyrrole reduction significantly destabilizes the pi-electron system of the porphyrin macrocycle.