| 123676-87-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 四吡咯及其衍生物
• CAS: 123676-87-9
• 化学式: 2BrH*C₂₉H₃₆N₄
• 分子量: 602.456
• InChiKey: GMGWWAFSPAOMSE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.78
• 重原子数：
  34.0
• 可旋转键数：
  6.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  56.3
• 氢给体数：
  2.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  在 氢气 、 三溴化硼 作用下， 以 二氯甲烷 为溶剂， 生成 (5aR,11aR)-7-((5Z,10Z,14Z,19Z)-13,17-Diethyl-2,3,7,8,12,18-hexamethyl-porphyrin-5-yl)-5,5a,6,11,11a,12-hexahydro-naphthacene-1,4-diol
  参考文献：
  名称：

  观察大取向对刚性卟啉-醌化合物中光致电子转移的影响

  摘要：

  为了了解光合电子转移中的相互取向效应，合成了两种不同的具有固定取向的醌连接卟啉 1 和 2。在这两种化合物中，控制电子转移的各种因素中只有取向不同。已经发现 1 的电子转移比 2 快九倍。

  DOI：

  10.1246/cl.1991.1307

文献信息

• Efficient Photoinduced Electron Transfer in a Porphyrin Tripod−Fullerene Supramolecular Complex via π−π Interactions in Nonpolar Media
  作者：Atsuro Takai、Mohammed Chkounda、Antoine Eggenspiller、Claude P. Gros、Mohammed Lachkar、Jean-Michel Barbe、Shunichi Fukuzumi

  DOI：10.1021/ja100192x

  日期：2010.3.31

  A novel porphyrin tripod (TPZn3) was synthesized via "click chemistry". Three porphyrin moieties of TPZn3 are geometrically close and linked by a flexible linker. The electron-transfer oxidation of TPZn3 results in intramolecular pi-dimer formation between porphyrin moieties as indicated by electrochemical, vis-NIR, and ESR measurements. The cyclic voltammogram of TPZn3 exhibited stepwise one-electron oxidation processes of three porphyrin moieties in the range from 0.58 to 0.73 V (vs SCE in CH2Cl2)When TPZn3 was oxidized by tris(2,2'-bipyridyl)-ruthenium(III) ([Ru(bpy)(3)](3+)), the oxidized species (TPZn3)(n+) (0 < n <= 3) exhibited a charge resonance band in the NIR region due to the pi-dimer formation between porphyrin moieties. A supramolecular electron donor acceptor system was also constructed using TPZn3. The flexible conformation of TPZn3 makes it possible to capture a fullerene derivative containing a pyridine moiety (PyC60) inside the cavity by pi-pi interactions as well as the coordination bond between Zn2+ and the pyridine moiety. The formation of a 1:1 supramolecular complex of TPZn3 with PyC60 (TPZn3 PyC60) was indicated in the UV vis and H-1 NMR spectra in nonpolar solvents. The association constant of TPZn3 with PyC60 (1.1 x 10(5) M-1 in toluene) is much larger as compared with those of the corresponding monomer (MPZn) and dimer porphyrin (DPZn2). The dynamics of photoinduced electron transfer from the singlet excited state of TPZn3 to PyC60 was examined by laser flash photolysis measurements. The efficient intracomplex photoinduced electron transfer in TPZn3 PyC60 occurred in nonpolar solvents, resulting from the pi-pi a interactions between the porphyrin and fullerene moieties, together with intramolecular pi-bond formation between the porphyrin radical cation and the neutral porphyrin in TPZn3 center dot+.