2,3,7,8,12,18-hexamethyl-5-(4-azidomethylphenyl)-13,17-diethylporphyrinato zinc(II) | 1220106-18-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 英文名称: 2,3,7,8,12,18-hexamethyl-5-(4-azidomethylphenyl)-13,17-diethylporphyrinato zinc(II)
• 英文别名: 2,3,7,8,12,18-hexamethyl-5-(4-azidomethylphenyl)-13,17-diethylporphyrinato-Zn(II)
• CAS: 1220106-18-2
• 化学式: C₃₇H₃₇N₇Zn
• 分子量: 645.138
• InChiKey: LMUMCZYOURLCIA-LZKCPXQBSA-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

• 作为反应物：
  描述：

  5-(4-ethynylphenyl)-13,17-diethyl-2,3,7,8,12,18-hexamethylporphyrinato zinc(II) 、 2,3,7,8,12,18-hexamethyl-5-(4-azidomethylphenyl)-13,17-diethylporphyrinato zinc(II) 在 copper(ll) sulfate pentahydrate 、 sodium ascorbate 作用下， 以 四氢呋喃 为溶剂， 反应 64.0h， 以43%的产率得到DPZn2
  参考文献：
  名称：

  Efficient Photoinduced Electron Transfer in a Porphyrin Tripod−Fullerene Supramolecular Complex via π−π Interactions in Nonpolar Media

  摘要：

  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+.

  DOI：

  10.1021/ja100192x
• 作为产物：
  描述：

  2,3,7,8,12,18-hexamethyl-5-(4-azidomethylphenyl)-13,17-diethylporphyrin 在 zinc(II) acetate dihydrate 、 sodium acetate 作用下， 以 甲醇 、 氯仿 为溶剂， 反应 1.5h， 以91%的产率得到2,3,7,8,12,18-hexamethyl-5-(4-azidomethylphenyl)-13,17-diethylporphyrinato zinc(II)
  参考文献：
  名称：

  Efficient Photoinduced Electron Transfer in a Porphyrin Tripod−Fullerene Supramolecular Complex via π−π Interactions in Nonpolar Media

  摘要：

  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+.

  DOI：

  10.1021/ja100192x

文献信息

• Synthesis and Photodynamics of Fluorescent Blue BODIPY-Porphyrin Tweezers Linked by Triazole Rings
  作者：Antoine Eggenspiller、Atsuro Takai、Mohamed E. El-Khouly、Kei Ohkubo、Claude P. Gros、Claire Bernhard、Christine Goze、Franck Denat、Jean-Michel Barbe、Shunichi Fukuzumi

  DOI：10.1021/jp300415a

  日期：2012.4.19

  between porphyrins of both BDP β-Por2 and BDP meso-Por2 is dominant at room temperature, while the coordination of the nitrogen atoms of the triazole rings to the zinc ions of the porphyrins occurs at low temperature. The conformational change of the BDP–porphyrin composites was confirmed by the changes in UV–vis and fluorescence spectra depending on temperature. Photodynamics of BDP meso-Por2 and BDP

  新的锌卟啉镊子，其中两个锌卟啉用π共轭硼dipyrromethenes连接（BDP内消旋-POR 2和BDPβ-POR 2）通过三唑环被合成以研究光诱导能量转移和电子转移。BDPβ-POR的UV-vis光谱2具有比BDP少大体积取代基的内消旋-POR 2展品Soret带的分割作为BDPβ-POR的卟啉之间的相互作用的结果2处于兴奋状态。两个BDP的卟啉之间的这种相互作用β-POR 2和BDP内消旋-POR 2氮在室温下占主导地位，而三唑环的氮原子与卟啉的锌离子的配位则在低温下发生。BDP-卟啉复合物的构象变化可以通过紫外可见光谱和荧光光谱随温度的变化来证实。BDP的光动力学消旋-POR 2和BDPβ-POR 2也已经由激光闪光光解的影响。从ZNP高效单重态能量传递到两个BDP的π共轭BDP部分内消旋-POR 2和BDPβ-POR 2与常规BDP向ZnP的能量转移相比，由于非极性甲苯中的π共
• Cyclotriveratrylene-Containing Porphyrins
  作者：Jude Deschamps、Adam Langlois、Gaël Martin、Léo Bucher、Nicolas Desbois、Claude P. Gros、Pierre D. Harvey

  DOI：10.1021/acs.inorgchem.6b01261

  日期：2016.9.19

  C3-symmetric cyclotriveratrylene (CTV) was covalently bonded via click chemistry to 1, 2, 3, and 6 zinc(II) porphyrin units to various host for C60. The binding constants, Ka, were measured from the quenching of the porphyrin fluorescence by C60. These constants vary between 400 and 4000 M–1 and are considered weak. Computer modeling demonstrated that the zinc(II) porphyrin units, [Zn], exhibit a strong tendency

  通过点击化学将C 3对称的环三藜芦烯（CTV）共价键合到C 60的各种主体上的1、2、3和6个锌（II）卟啉单元上。结合常数K a是通过用C 60使卟啉荧光猝灭来测量的。这些常数在400到4000 M –1之间变化，被认为是微弱的。计算机建模表明，锌（II）卟啉单元[Zn]表现出很强的占据CTV腔的趋势，因此阻止了C 60到达该位置的通道。取而代之的是[Zn] ---- [Zn]类型的钳子，在一种情况下是[Zn]---- CTV被发现是在这些系统中最能促进主客关系的几何。
• Eggenspiller, Antoine; Takai, Atsuro; El-Khouly, Mohamed E., Journal of Physical Chemistry A
  作者：Eggenspiller, Antoine、Takai, Atsuro、El-Khouly, Mohamed E.、Ohkubo, Kei、Gros, Claude P.、et al.

  DOI：——

  日期：——