2,7,12,17-tetraphenylporphycene | 164414-55-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 2,7,12,17-tetraphenylporphycene
• 英文别名: tetraphenylporphycene；TPPo
• CAS: 164414-55-5
• 化学式: C₄₄H₃₀N₄
• 分子量: 614.749
• InChiKey: ITSDKYPMCZSQIR-RZGZUZECSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  10.83
• 重原子数：
  48.0
• 可旋转键数：
  4.0
• 环数：
  9.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  57.36
• 氢给体数：
  2.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  2,7,12,17-tetraphenylporphycene 在 silver nitrate 、 溶剂黄146 、 tin(ll) chloride 作用下， 以 二氯甲烷 、 氯仿 为溶剂， 反应 76.0h， 生成 2-(phenylamino)thiazolo[4,5-c]2,7,12,17-tetraphenylporphycene
  参考文献：
  名称：

  [EN] NEAR-INFRARED FLUOROGENIC PORPHYCENE DERIVATIVES AS FLUORESCENT LABELS FOR PHOTODIAGNOSIS AND PHOTOTHERAPEUTIC USE
  [FR] DÉRIVÉS DE PORPHYCÈNE FLUOROGÈNES PROCHE INFRAROUGE EN TANT QUE MARQUEURS FLUORESCENTS POUR LE PHOTODIAGNOSTIC ET UTILISATION EN PHOTOTHÉRAPIE

  摘要：

  本发明涉及异硫氰基取代的卟啉烯，其制备方法，用于标记生物分子、纳米粒子、聚合物和固体支持材料的用途，异杂芳基融合的卟啉烯卟啉烯的形成，其制药组合物及其在医学中的应用，特别是在光动力疗法中的应用。

  公开号：

  WO2015197510A1
• 作为产物：
  描述：

  copper(II) 2,7,12,17-tetraphenylporphycene 在 硫酸 、 溶剂黄146 作用下， 反应 1.0h， 生成 2,7,12,17-tetraphenylporphycene
  参考文献：
  名称：

  Synthesis, stability, and electrocatalysis by Cu(II) and Zn(II) complexes of meso-bridged isomeric porphyrinoid tetraphenylporphycene

  摘要：

  Spectral characteristics (electronic absorption spectra, fluorescence emission spectra, H-1 NMR) of prepared Cu(II) and Zn(II) complexes of 2,7,12,17-tetraphenylporphycene {H-2(beta-Ph)(4)Por}, their thermal stability, and persistence toward acids, as well as electrochemical and electrocatalytic properties have been discussed. It has been found by cyclic voltammetry that the electrocatalytic activity of metalloporphycenes M(beta-Ph)(4)Por in the reaction of molecular oxygen reduction is close to that of metalloporphyrins M(ms-Ph)(4)P. Thermal stability and persistence of M(beta-Ph)(4)Por in acidic medium are considerably lower than those of porphyrin analogs. Thus, the kinetic stability of copper(II) complex of 2,7,12,17-tetraphenylporphycene in HOAc-H2SO4 medium as compared with Cu(ms-Ph)(4)P is lower by more than an order of magnitude, while its thermal stability is almost 200 degrees C lower, which is caused by sterically unfavorable change in the shape of coordination center of ligand H-2(beta-Ph)(4)Por upon complexation.

  DOI：

  10.1134/s0036023617050035

文献信息

• Aryl nitroporphycenes and derivatives: first regioselective synthesis of dinitroporphycenes
  作者：Gonzalo Anguera、Maria C. Llinàs、Xavier Batllori、David Sánchez-García

  DOI：10.1142/s1088424611003744

  日期：2011.9

  The nitration reaction of 2,7,12,17-tetraphenylporphycene has been studied. The use of AgNO₃ and a mixture of acetic acid and 1,2-dichloroethane as a mild nitrating system provides an optimized preparation of 9-nitro-2,7,12,17-tetraphenylporphycene and a regioselective synthesis of 9,20-dinitro-2,7,12,17-tetraphenylporphycene. While 25 min of reaction are needed to obtain the mononitrated compound, 4 h are necessary to yield a mixture of 9,20-dinitro and 9,19-dinitro 2,7,12,17- tetraphenylporphycene in a proportion of 3 to 1. From this mixture, the geometric isomers can be isolated by fractional crystallization. 9-Nitro-2,7,12,17-tetraphenylporphycene can be reduced to the corresponding amino derivative, which is the starting material to obtain 9-(glutaric methylesteramide)- 2,7,12,17-tetraphenylporphycene, a versatile derivative useful for conjugation.

  研究了 2,7,12,17-四苯基卟吩的硝化反应。使用 AgNO3 以及醋酸和 1,2 二氯乙烷的混合物作为温和的硝化体系，可以优化 9-硝基-2,7,12,17-四苯基卟吩的制备，并能区域选择性地合成 9,20-二硝基-2,7,12,17-四苯基卟吩。得到单硝基化合物需要 25 分钟的反应时间，而得到 9,20-二硝基和 9,19-二硝基 2,7,12,17-四苯基卟吩的混合物则需要 4 小时，比例为 3 比 1。通过分馏结晶，可以从这种混合物中分离出几何异构体。9-硝基-2,7,12,17-四苯基卟吩可以还原成相应的氨基衍生物，而氨基衍生物是获得 9-（戊二酸甲酯酰胺）-2,7,12,17-四苯基卟吩的起始原料，这是一种可用于共轭的多功能衍生物。
• Functionalized mesoporous silica nanoparticles with 2,7,12,17-tetraphenylporphycene
  作者：Gabriel Martínez-Edo、Maria C. LLinàs、Gonzalo Anguera、Albert Gibert、David Sánchez-García

  DOI：10.1142/s1088424619500986

  日期：2020.1

  Mesoporous silica nanoparticles decorated with 2,7,12,17-tetraphenylporphycene have been prepared by reaction of aminated nanoparticles with 9-(glutaric [Formula: see text]-succinimidylesteramide)-2,7,12,17-tetraphenylporphycene. The as-prepared nanoparticles were characterized by UV-vis spectroscopy, DLS and TEM.

  通过胺化纳米粒子与 9-（戊二酸[式：见正文]-琥珀酰亚胺基酯酰胺）-2,7,12,17-四苯基卟吩反应，制备了装饰有 2,7,12,17-四苯基卟吩的介孔二氧化硅纳米粒子。制备的纳米颗粒通过紫外-可见光谱、DLS 和 TEM 进行了表征。