5-(4-methoxycarbonylphenyl)-4,6-dipyrrin | 197454-83-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 5-(4-methoxycarbonylphenyl)-4,6-dipyrrin
• 英文别名: 5-(4-carboxylphenyl)-4,6-dipyrrinato；Methyl (Z)-4-((1H-pyrrol-2-yl)(2H-pyrrol-2-ylidene)methyl)benzoate；methyl 4-[(Z)-1H-pyrrol-2-yl(pyrrol-2-ylidene)methyl]benzoate
• CAS: 197454-83-4
• 化学式: C₁₇H₁₄N₂O₂
• 分子量: 278.31
• InChiKey: PCTFXSORAZZBPL-NXVVXOECSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  21
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  54.4
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  5-(4-methoxycarbonylphenyl)-4,6-dipyrrin 在 (C₂H₅)3N 、 KOH 作用下， 以 四氢呋喃 、 甲醇 、 水 为溶剂， 生成 bis(5-(4-carboxyphenyl)-4,6-dipyrrinato)palladium(II) tetrahydrate
  参考文献：
  名称：

  能够与TiO 2结合的发色二吡啶复合物：合成，结构和光谱学†

  摘要：

  一系列发色配合物的合成，表征和TiO 2结合研究5-（4-羧苯基）-4,6-联吡啶（L b）被提出。[Ru（bipy）（L b）2 ]（比比 = 2,2'-联吡啶），[Rh（L b）3 ]和[Pd（L b）2 ]是通过对5-（4-甲氧羰基苯基）-4,6-二吡啶（L a），然后酯基水解。这羧基 位于这些复合物外围的基团能够参与分子间 氢X射线晶体学揭示了固态键合相互作用。这些基团也使复合物锚固到TiO 2的表面2个纳米颗粒，通过在TiO的着色所证实2和FT-IR光谱。这些络合物捕获大量阳光并粘附到TiO 2表面的能力使其成为用于光化学装置（如染料敏化太阳能电池）的可行染料。

  DOI：

  10.1039/b912332f
• 作为产物：
  描述：

  苯甲酸,4-(二-1H-吡咯-2-基甲基)-,甲基酯 在 2,3-dicyano-5,6-dichloro-parabenzoquinone 作用下， 以 四氢呋喃 、 氯仿 为溶剂， 反应 2.0h， 生成 5-(4-methoxycarbonylphenyl)-4,6-dipyrrin
  参考文献：
  名称：

  Enantiopure vs. racemic metalloligands: impact on metal–organic framework structure and synthesis

  摘要：

  装有羧酸根的三(二吡咯啉)钴(III)配合物已被用于构建具有无限和三核锌副骨架单元的二维和三维金属有机框架。

  DOI：

  10.1039/b712118k

文献信息

• Synthesis, derivatization and structural characterization of octahedral tris(5-phenyl-4,6-dipyrrinato) complexes of cobalt(III) and iron(III)
  作者：Christian Brückner、Yongjun Zhang、Steven J. Rettig、David Dolphin

  DOI：10.1016/s0020-1693(97)05700-9

  日期：1997.10

  5-phenyl-4,6-dipyrrinato) complexes of cobalt( III) and iron( III) of p-subslituted (-H, -C02Me, -N~) 5-phenyl-4,6-dipyrrins is describtd. The molecular structure of the parent cobalt(lII) complex was determined by X-ray crystallography. Crystals of C45H)3N6CO · C~H60 are monoclinic. a= 13.539(2), b=22.348(2), c= 13.467( I) A. V=3882.7(8) AJ. Z-4, space group 0/ c. The structure was solved by direct methods

  p-亚狭缝（-H，-CO2Me，-N〜）5-苯基-4,6-的钴（III）和铁（III）的八面体三（5-苯基-4,6-dipyrrinato）配合物的形成吡虫啉被描述。通过X射线晶体学测定母体钴（II）配合物的分子结构。C45H）3N6CO·C〜H60晶体为单斜晶。a ＝ 13.539（2），b ＝ 22.348（2），c ＝ 13.467（I）A。V＝ 3882.7（8）AJ。Z-4，空间组0 / c。通过直接方法对结构进行求解，并通过全矩阵最小二乘法将其对l'; a：3u（F 2）的2309次反射的R = 0.039和Rw = 0.033进行细化。这些规则的八面体络合物强调了5-苯基-4，6-二吡咯啉的特殊配位性能，与尚不知道这种tris-络合物的α，B-烷基取代的二吡咯啉相比。对位取代的Co（III）的还原反应形成相应的对位氨基复合物和皂化作用。据报道，对甲氧基羰基取代的Co（III）
• Heteroleptic Dipyrrin/Bipyridine Complexes of Ruthenium(II)
  作者：Serena J. Smalley、Mark R. Waterland、Shane G. Telfer

  DOI：10.1021/ic8016497

  日期：2009.1.5

  The synthesis and characterization of a series of heteroleptic dipyrrinato/2,2′-bipyridine complexes of ruthenium(II) are reported. Spectroscopic analysis, including resonance Raman, indicates that the complexes are only weakly emissive and that the dipyrrin and Ru → bipyridine (metal-to-ligand charge transfer) chromophores are uncoupled.

  报道了钌（II）的一系列杂二氨基吡啶/ 2,2'-联吡啶配合物的合成和表征。包括共振拉曼光谱在内的光谱分析表明，该配合物仅具有弱发射性，并且双吡啶和Ru→联吡啶（金属到配体的电荷转移）生色团是不偶联的。
• Luminescent Rhenium(I)-Dipyrrinato Complexes
  作者：Tracey M. McLean、Janice L. Moody、Mark R. Waterland、Shane G. Telfer

  DOI：10.1021/ic201877t

  日期：2012.1.2

  The first Re(I)-dipyrrinato complexes are reported. Complexes with the general formulas fac-[ReL(CO)(3)Cl](-), fac-[ReL(CO)(3)PR3], and [ReL(CO)(2)(PR3)(PR'(3))] have been prepared, where L is one of a series of meso-aryl dipyrrinato ligands. Access to these complexes proceeds via the reaction of [Re(CO)(5)Cl] with the dipyrrin (LH) to produce fac-[ReL(CO)(3)Cl](-). A subsequent reaction with PR3 (R = phenyl, butyl) leads to displacement of the chloride ligand to generate fac-[ReL(CO)(3)PR3], and further reaction with PR'(3) leads to the displacement of the CO ligand trans to the first PR3 ligand to give trans(P), cis(C)-[ReL(CO)(2)(PR3)(PR'(3))]. The structures of the complexes were determined in the solid state by X-ray crystallography and in solution by H-1 NMR spectroscopy. Electronic absorption spectroscopy reveals a prominent band in the visible region at relatively low energy (472-491 nm) for all complexes, which is assigned as a pi-pi* transition of the dipyrrin chromophore. Weak emission (lambda(ex) = 485 nm, quantum yields <0.01) was observed for [ReL(CO)(3)Cl](-) and [ReL(CO)(3)PR3] complexes, but no emission was generally evident from the [ReL(CO)(2)(PR3)(PR'(3))] complexes. On the basis of the large Stokes shift (similar to 6000 cm(-1)), the emission is ascribed to phosphorescence from a triplet excited state. The emission intensity is sensitive to dissolved oxygen and methyl viologen; a Stern-Volmer plot in the latter case gave a straight line. Photochemical ligand substitution reactions of [ReL(CO)(3)PR3] were induced by excitation with a 355 nm laser in acetonitrile. [ReL(CO)(2)(PR3)(CH3CN)] is formed as a putative intermediate, which reacts thermally with added PR'(3) to produce [ReL(CO)(2)(PR3)(PR'(3))] complexes.
• Carboxylic Acid Appended Dipyrrin for the Formation of a Hexanuclear Iridium/Copper Paddlewheel Complex
  作者：Catherine Bronner、Stéphane A. Baudron、Mir Wais Hosseini

  DOI：10.1021/ic101458r

  日期：2010.10.4

  Reaction of a heteroleptic cyclometalated iridium complex incorporating a carboxylic acid appended dipyrrin with copper acetate leads to the formation of a hexanuclear species with the paddlewheel structure.