5,15-bis<4-(4'-phenyl-2,2':6',2''-terpyridinyl)>-3,7,13,17-tetraethyl-2,8,12,18-tetramethylporphyrin | 138253-33-5

• 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
• 英文名称: 5,15-bis<4-(4'-phenyl-2,2':6',2''-terpyridinyl)>-3,7,13,17-tetraethyl-2,8,12,18-tetramethylporphyrin
• CAS: 138253-33-5
• 化学式: C₇₄H₆₄N₁₀
• 分子量: 1093.39
• InChiKey: YMPVNOHGSXVAEK-KQANOUECSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  18.44
• 重原子数：
  84.0
• 可旋转键数：
  12.0
• 环数：
  13.0
• sp3杂化的碳原子比例：
  0.16
• 拓扑面积：
  134.7
• 氢给体数：
  2.0
• 氢受体数：
  8.0

反应信息

• 作为产物：
  描述：

  4′-(4-甲基苯基)-2,2′:6′,2′′-三吡啶 在 盐酸 、 N-溴代丁二酰亚胺(NBS) 、 乌洛托品 、 三氟乙酸 作用下， 以 二氯甲烷 、 苯 为溶剂， 反应 2.0h， 生成 5,15-bis<4-(4'-phenyl-2,2':6',2''-terpyridinyl)>-3,7,13,17-tetraethyl-2,8,12,18-tetramethylporphyrin
  参考文献：
  名称：

  刚性连接至一个或两个用于组装亚基的三联吡啶螯合物的卟啉

  摘要：

  （3,3'-二乙基-4,4'-二甲基-2,2'-二吡咯基）甲烷与带有2,2'，6'，2''-吡啶的芳族醛的“ 2 + 2”缩合（中间卟啉原氧化后，配体导致带有两个平行反几何布置的叔丁基螯合物的卟啉。如果在苯甲醛衍生物的存在下进行相同的反应，则还将获得单叔卟啉。

  DOI：

  10.1016/s0040-4039(00)79442-1

文献信息

• Photoinduced Electron- and Energy-Transfer Processes Occurring within Porphyrin-Metal-Bisterpyridyl Conjugates
  作者：Jean-Paul Collin、Anthony Harriman、Valerie Heitz、Fabrice Odobel、Jean-Pierre Sauvage

  DOI：10.1021/ja00092a020

  日期：1994.6

  Photophysical properties have been measured for zinc and free-base porphyrins covalently linked to ruthenium(II) or rhodium(III) bisterpyridyl complexes using ultrafast transient absorption spectroscopy. The appended metal complex quenches porphyrin fluorescence due to rapid intramolecular electron transfer. For directly coupled systems, the rate of photoinduced electron transfer (k approximate to 10(12) s(-1)) approaches the inverse of the solvent reorientation time in. solvents that relax rapidly but greatly exceeds the relaxation rate in ethanol at low temperature. These electron-transfer processes, which remain rapid in an ethanol glass at 77 K, are considered in terms of the model introduced by Sumi and Marcus (J. Chem. Phys. 1986, 84, 4894). Inserting a phenyl ring between the reactants decreases the extent of their mutual electronic coupling so that the rates of electron transfer decrease. Because of the large amount of energy that must be dissipated, charge recombination is relatively slow in these latter systems, and the observed kinetic data can be well described in terms of current nonadiabatic electron transfer theory. In particular, the phenyl-bridged, ruthenium(II) bisterpyridyl-based conjugate possesses properties that appear suitable for its use as a molecular bridge in multicomponent photosynthetic systems where it should facilitate rapid long-range, multistep electron transfer. This latter conjugate also demonstrates Dexter-type triplet energy transfer from metal complex to porphyrin.