5-(4-ethynylphenyl)-13,17-diethyl-2,3,7,8,12,18-hexamethylporphyrinato zinc(II) | 1182371-21-6

• 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-(4-ethynylphenyl)-13,17-diethyl-2,3,7,8,12,18-hexamethylporphyrinato zinc(II)
• 英文别名: 5-(4-ethynylbenzene)-13,17-diethyl-2,3,7,8,12,18-hexamethylzinc(II) porphyrin；5-(4-ethynylphenyl)-13,17-diethyl-2,3,7,8,12,18-hexamethyl-porphyrin zinc
• CAS: 1182371-21-6
• 化学式: C₃₈H₃₆N₄Zn
• 分子量: 614.121
• InChiKey: KZHUQVFWCBXLPM-FWXJOFDMSA-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：

  5-[4-(trimethylsilyl)ethynylphenyl]-13,17-diethyl-2,3,7,8,12,18-hexamethyl-porphyrin zinc 在 Bu₄NF 作用下， 以 四氢呋喃 为溶剂， 以78%的产率得到5-(4-ethynylphenyl)-13,17-diethyl-2,3,7,8,12,18-hexamethylporphyrinato zinc(II)
  参考文献：
  名称：

  刚性含Pt共轭有机金属间隔物桥接的锌（II）和钯（II）卟啉的单体，二聚体和三聚体中的能量转移

  摘要：

  一系列线性单体（spacer-M（P）），二聚体（M（P）-spacer-M'（P））和三聚体（M（P）-spacer-M'（P）-spacer-M（隔离物/金属卟啉系统的P））（M'=锌，M =锌，钯，P =卟啉，和间隔=反式-C 6 H ^ 4 C≡CPtL 2 C≡CC 6 ħ 4 - （L = PET 3） ）包括混合的金属卟啉化合物）进行了合成和表征。在S 1和T 1能量转移的Pd（P）*→锌（P），用〜2×10个评分发生9小号-1，S 1，和0.15×10 3（慢组分）和4.3×10 3小号- 1个（快速分量），T 1。在与相关二元体的文献比较的基础上，共轭链中的Pt原子减慢了转移速度。在的吸收带的激发反式-C 6 H ^ 4 C≡CPtL 2 C≡CC 6 ħ 4 -间隔物在300-360 nm范围内也导致T 1个能量转移（间隔*→M（P）; M = Zn，Pd）的速率为10

  DOI：

  10.1021/ic900840w

文献信息

• Through-Bond versus Through-Space T₁ Energy Transfers in Organometallic Compound−Metalloporphyrin Pigments
  作者：Diana Bellows、Thomas Goudreault、Shawkat M. Aly、Daniel Fortin、Claude P. Gros、Jean-Michel Barbe、Pierre D. Harvey

  DOI：10.1021/om900584n

  日期：2010.1.25

  C6H4 and porphyrin planes is ∼84.5°), total quenching of the luminescence of the [Pt2(dppm)2(C≡CC6H4)2] central unit is observed. Only T1−Tn absorption bands of the metalloporphyrins are observed in the nanosecond transient absorption spectra, indicating the absence of a charge-separated state in these systems, thus indicating the presence of T1 species only. Consequently, efficient T1 energy transfers

  两种d 9 -d 9 M 2键合的PT 2（DPPM）2（C≡CC6 H 4 -M（P））2配合物（其中M = Zn或Pd，P =二乙基六甲基卟啉）的制备和表征实现。中央[PT 2（DPPM）2（C≡CC 6 ħ 4）2 ]有机金属单元似乎是一个独立的发色团和被怀疑是在77K（在2MeTHF中）在含卟啉的配合物发光的，因为这是未功能化的PT 2（DPPM）2的情况（C≡CPh）2个母体化合物。但是，当此间隔基（通过单个C-C键）连接至任一M（P）（M = Zn，Pd）时，即使没有共轭（如计算出的C 6 H 4与卟啉之间的二面角）平面是~84.5°）时，[PT组成的发光的猝灭总2（DPPM）2（C≡CC 6 ħ 4）2 ]中央单元中观察到。在纳秒瞬态吸收光谱中仅观察到金属卟啉的T 1 -T n吸收带，表明在这些系统中不存在电荷分离态，因此表明存在T 1仅种类。因此，发生了从[PT 2（DPPM）2（CdCC
• Organometallic multiads of zinc(ii) porphyrins with interchromophoric cooperativity in S1 and T1 energy transfers
  作者：Bin Du、Pierre D. Harvey

  DOI：10.1039/c2cc16804a

  日期：——

  Three different S1 and T1 energy donors are linked onto a central zinc(II) porphyrin acceptor and the rates for energy transfers show evidence for cooperativity.

  三个不同的 S1 和 T1 能量供体连接到中心锌 (II) 卟啉受体上，能量转移速率显示了协同性的证据。