zinc-meso-5-(4'-hydroxyphenyl)-10,15,20-triphenylporphyrin | 110275-59-7

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: zinc-meso-5-(4'-hydroxyphenyl)-10,15,20-triphenylporphyrin
• 英文别名: zn(ll)-5-(4-hydroxyphenyl)-10,15,20-triphenylporphyrin；meso-5-((4-hydroxyphenyl)-10,15,20-tris(phenyl)porphyrinato)zinc(II)；ZnTPP-OH；zinc(II) 5(4-hydroxyphenyl)-10,15,20-tris(phenyl)porphyrin；zinc tetrakis-5,10,15-triphenyl-20-(4-hydroxyphenyl)-21H,23H-porphyrin；5-(4'-hydroxyphenyl)-10,15,20-trisphenyl-porphyrin zinc complex；zinc(II)(5-(4-hydroxyphenyl)-10,15,20-triphenylporphyrinate)；Zn[5-(4-hydroxylphenyl)-10,15,20-triphenylporphyrin]；Zn((para-monohydroxy)TPhP)
• CAS: 110275-59-7
• 化学式: C₄₄H₂₈N₄OZn
• 分子量: 694.123
• InChiKey: GFDILPFCTQYACN-DAJBKUBHSA-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：

  zinc-meso-5-(4'-hydroxyphenyl)-10,15,20-triphenylporphyrin 、 1,3,5-苯三甲酰氯 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 以91%的产率得到
  参考文献：
  名称：

  Encapsulation of Transition Metal Catalysts by Ligand-Template Directed Assembly

  摘要：

  Encapsulated transition metal catalysts are presented that are formed by templated self-assembly processes of simple building blocks such as porphyrins and pyridylphosphine and phosphite ligands, using selective metal-ligand interactions. These ligand assemblies coordinate to transition metals, leading to a new class of transition metal catalysts. The assembled catalyst systems were characterized using NMR and UV-vis spectroscopy and were identified under catalytic conditions using high-pressure infrared spectroscopy. Tris-3-pyridylphosphine binds three mesophenyl zinc(II) porphyrin units and consequently forms an assembly with the phosphorus donor atom completely encapsulated. The encapsulated phosphines lead exclusively to monoligated transition metal complexes, and in the rhodium-catalyzed hydroformylation of 1-octene the encapsulation of the catalysts resulted in a 10-fold increase in activity. In addition, the branched aldehyde was formed preferentially (l/b = 0.6), a selectivity that is highly unusual for this substrate, which is attributed to the encapsulation of the transition metal catalysts. An encapsulated rhodium catalyst based on ruthenium(II) porphyrins and tris-meta-pyridyl phosphine resulted in an even larger selectivity for the branched product (l/b = 0.4). These encapsulated catalysts can be prepared easily, and various template ligands and porphyrins, such as tris-3-pyridyl phosphite and ruthenium(l I) porphyrins, have been explored, leading to catalysts with different properties.

  DOI：

  10.1021/ja0386795
• 作为产物：
  描述：

  苯甲醛 以 二甲基亚砜 、 丙酸 、 N,N-二甲基甲酰胺 为溶剂， 反应 2.0h， 生成 zinc-meso-5-(4'-hydroxyphenyl)-10,15,20-triphenylporphyrin
  参考文献：
  名称：

  通过ATRP和“ CLICK”化学合成以两个卟啉锌为核心和端基的星形聚（N-异丙基丙烯酰胺）和光催化性能研究

  摘要：

  通过原子转移自由基聚合（ATRP）和点击反应的共同作用，星形聚N-异丙基丙烯酰胺（ZnTHPP-（PNIPAM-ZnTPP）4）与5,10,15,20-tetra（4 -（2-溴异丁氧基）苯基）-21 H，23 H-锌卟啉（ZnTHPP-4Br）为核心基团和5-（4-炔丙基氧苯基）-10,15,20-三苯基锌21 H，23 H-卟啉（制备了作为端基的ZnTPP-Py），并将其用作光催化剂在可见光照射下降解罗丹明B。FT-NIR，1表征了星形聚合物的结构1 H NMR，UV-Vis和GPC分析。光催化性能研究表明，在点击反应之前，ZnTHPP-（PNIPAM-ZnTPP）4具有比聚合物ZnTHPP-（PNIPAM-Br）4更高的光催化活性，并且可以通过加热而回收。

  DOI：

  10.1039/c9nj05802h

文献信息

• Sequential Forward S₂−S₂ and Back S₁−S₁ (Cyclic) Energy Transfer in a Novel Azulene−Zinc Porphyrin Dyad
  作者：Edwin K. L. Yeow、Marcin Ziolek、Jerzy Karolczak、Sergey V. Shevyakov、Alfred E. Asato、Andrzej Maciejewski、Ronald P. Steer

  DOI：10.1021/jp0465175

  日期：2004.12.1

  containing the azulene (Az) and zinc tetraphenylporphyrin (ZnP) chromophores has been synthesized and its excited-state dynamics investigated, using the tether-substituted monochromophoric species as reference compounds. One photon excitation of the dyad at 270 nm results in selective population of the S2 state of the azulene moiety, followed by near-quantitative electronic relaxation in the cycle

  使用系链取代的单发色团作为参考化合物，合成了一种含有 azulene (Az) 和四苯基卟啉锌 (ZnP) 发色团的共价系链二合体，并研究了其激发态动力学。二元组在 270 nm 处的一个光子激发导致 azulene 部分的 S2 状态的选择性群体，随后在循环 S2(Az)-S2(ZnP)-S1(ZnP)-S1(Az) 中发生近定量电子弛豫)-S0。从 azulene 部分的 S2 状态到 ZnP 部分的 S2 状态的能量转移是超快的（keet > 2 × 1012 s-1）和定量的。ZnP(S2) 部分随后经历快速 (kic = 3 × 1011 s-1) 的定量内部转化为其 S1 状态。此后，驻留在 ZnP 的 S1 状态上的激发通过有效的 (ca. 90%) 回 S1-S1 能量转移过程 (keet = 2.8 × 109 s-1)。最终，系统通过 azulene S1 和 S0 表面的锥形相交返回电子基态
• SubPc-ZnPorphyrin conjugates – Synthesis, characterization and properties
  作者：Lakshmi C. Kasi Viswanath、Laura D. Shirtcliff、Sadagopan Krishnan、K. Darrell Berlin

  DOI：10.1016/j.dyepig.2014.07.012

  日期：2015.1

  A set of SubPc-Porphyrin dyads and triads have been synthesized by the nucleophilic substitution reaction of hydroxyl-containing meso-substituted porphyrins and a good electron acceptor, dodecafluorosubphthalocyanine. Acid-catalyzed condensation of p-hydroxybenzaldehyde and the corresponding dipyrromethane, followed by zinc metallation, afforded the appropriate metalloporphyrins. Subsequent nucleophilic

  一组SubPc卟啉二分体和三单元组是由含羟基的亲核取代反应来合成内消旋取代的卟啉和良好的电子受体，dodecafluorosubphthalocyanine。对羟基苯甲醛和相应的二吡咯甲烷经酸催化缩合，然后进行锌金属化，得到适当的金属卟啉。当在密封管中在180°C下反应时，卟啉与亚酞菁的轴向氯原子之间随后发生亲核取代。所有合成化合物的结构均通过1 H NMR表征，1313 C NMR和质谱。还通过使用UV-Vis，荧光光谱和循环伏安法实验进行了光物理和电化学研究。
• Self-Assembled Nanomaterials Based on Complementary Sn(IV) and Zn(II)-Porphyrins, and Their Photocatalytic Degradation for Rhodamine B Dye
  作者：Nirmal K. Shee、Hee-Joon Kim

  DOI：10.3390/molecules26123598

  日期：——

  3-pyridyl nitrogens in the SnP with the phenoxy Zn(II)-porphyrins, followed by the self-assembly process, leads to the formation of nanostructures. The red-shifts and remarkable broadening of the absorption bands in the UV–vis spectra for the triads in CHCl3 indicate that nanoaggregates may be produced in the self-assembly process of these triads. The emission intensities of the triads were also significantly

  一系列卟啉三元组 ( 1 – 6 )，基于反式-二羟基-[5,15-双(3-吡啶基)-10,20-双(苯基)卟啉]锡(IV) ( SnP ) 与合成了六种不同的苯氧基 Zn(II)-卟啉 ( ZnL n )。在的3-吡啶基的氮原子的协同金属-配体配位的SNP与苯氧基锌（II）-porphyrins，随后自组装过程，导致纳米结构的形成。CHCl 3 中三元组的紫外-可见光谱红移和吸收带显着展宽表明在这些三元组的自组装过程中可能会产生纳米聚集体。由于聚集，三元组的发射强度也显着降低。三元组的纳米结构的显微分析揭示了由于轴向 Zn(II)-卟啉部分上的不同取代基而导致的差异。所有这些纳米材料在可见光照射下对罗丹明 B (RhB) 染料的降解均表现出高效的光催化性能，在 4 h 内观察到 RhB 在水溶液中的降解率为 72~95%。此外，催化剂的效率没有受到损害，即使在用于降解 RhB 最多五个循环后也显示出优异的可回收性。
• Photophysical properties of tetraphenylporphyrinsubphthalocyanine conjugates
  作者：Muthumuni Managa、John Mack、Daniel Gonzalez-Lucas、Sonia Remiro-Buenamañana、Charmaine Tshangana、Andrew N. Cammidge、Tebello Nyokong

  DOI：10.1142/s1088424615500959

  日期：2016.1

  Novel tetraphenylporphyrin-subphthalocyanine conjugates have been prepared and characterized. An analysis of their optical spectroscopy and electronic structures using fluorescence emission and magnetic circular dichroism (MCD) spectroscopy and TD-DFT calculations, demonstrates that the two chromophores do not interact to any significant extent.

  新型四苯基卟啉-亚酞菁共轭物已经制备完成并进行了表征。利用荧光发射光谱和磁性圆二色性（MCD）光谱以及 TD-DFT 计算对它们的光学光谱和电子结构进行的分析表明，这两种发色团没有发生任何明显的相互作用。
• [EN] SPECIFICALLY GLYCO-SUBSTITUTED PORPHYRINS AND CHLORINS FOR PHOTODYNAMIC THERAPY<br/>[FR] PORPHYRINES ET CHLORINES GLYCO-SUBSTITUÉES DE FAÇON SPÉCIFIQUE POUR UNE THÉRAPIE PHOTODYNAMIQUE
  申请人：UNIV HAMBURG

  公开号：WO2020120474A1

  公开（公告）日：2020-06-18

  The present invention provides certain tetrapyrrolic compounds having a structure of Formula (1), (2), or (3) wherein B is (I), (II) (III) or (IV), O-R1 is a substituent in the meta or para position of the phenyl ring, R1 is a glyco-substituent derived from a mono-, di-, or trisaccharide group, and each R2 is independently selected from the group consisting of a linear or branched (fluoro-)alkyl group with 3 to 8 carbon atoms, phenyl, pentafluorophenyl, 3,5-bis(trifluoromethyl)phenyl, 4-(1'-thio-β-D-glucosyl)-2,3,5,6-tetrafluorophenyl, 4-(1'-thio-β- D-galactosyl)-2,3,5,6-tetrafluorophenyl, meta- or para-hydroxyphenyl, meta- or para- carboxyphenyl, and meta- or para-YO-phenyl with Y being a polyethyleneglycol-residue with (CH2CH2O)nCH3 with n = 1-30.

  本发明提供了某些四吡咯化合物，其结构为公式（1），（2）或（3），其中B为（I），（II）（III）或（IV），O-R1是苯环的间位或对位取代基，R1是源自单糖，双糖或三糖基团的糖基取代基，每个R2独立地选择自由基组成的群，所述自由基组成的群包括具有3至8个碳原子的线性或支链（氟）烷基，苯基，五氟苯基，3,5-双（三氟甲基）苯基，4-（1'-硫-β-D-葡萄糖基）-2,3,5,6-四氟苯基，4-（1'-硫-β-D-半乳糖基）-2,3,5,6-四氟苯基，间位或对位羟基苯基，间位或对位羧基苯基，以及Y为聚乙二醇残基的间位或对位YO苯基，其中（CH2CH2O）nCH3，n = 1-30。