bis[3,5-diphenyl-1H-pyrrol-2-yl-3,5-diphenyl-2-ylideneamine]zinc(II) | 1016989-93-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: bis[3,5-diphenyl-1H-pyrrol-2-yl-3,5-diphenyl-2-ylideneamine]zinc(II)
• 英文别名: ADP₂Zn；Zn(ADP)₂；Zn(1,3,7,9-tetraphenylazadipyrromethene)₂；[(3,5-diphenyl-1H-pyrrol-2-yl)(3,5-diphenylpyrrol-2-ylidene)amine]zinc；bis[(3,5-diphenyl-1H-pyrrol-2-yl)-(3,5-diphenylpyrrol-2-ylidene)amine]zinc(II)；zinc;(Z)-N-(3,5-diphenylpyrrol-1-id-2-yl)-3,5-diphenylpyrrol-2-imine
• CAS: 1016989-93-7
• 化学式: C₆₄H₄₄N₆Zn
• 分子量: 962.484
• InChiKey: KTOLLOFBRJXGAG-VQZWSORJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  15.19
• 重原子数：
  71
• 可旋转键数：
  8
• 环数：
  12.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  51.4
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  (3,5-diphenyl-1H-pyrrol-2-yl)(3,5-diphenylpyrrol-2-ylidene)amine 、 zinc(II) acetate dihydrate 以 四氢呋喃 为溶剂， 反应 24.0h， 以73%的产率得到bis[3,5-diphenyl-1H-pyrrol-2-yl-3,5-diphenyl-2-ylideneamine]zinc(II)
  参考文献：
  名称：

  外围和介孔-间隔基修饰的双吡啶类Zn（II）配合物的合成，光谱发光性质和光稳定性

  摘要：

  对均一的锌（II）螯合物进行了比较的光谱发光表征，其中吡咯类在吡咯环中含有四个甲基或芳基取代基，次甲基或氮原子作为中间隔基。结果表明，具有取代的吡咯环和亚甲基间隔基的二吡啶锌锌在非极性介质中表现出强烈的荧光。苯基取代的配合物比甲基取代的类似物具有增强一个数量级的荧光。从亚甲基间隔基更改为氮原子会导致电子吸收光谱发生明显的红移（最高达64 nm），并且螯合物完全失去了荧光性能。建立了螯合配体结构对锌（II）配合物光稳定性的影响。

  DOI：

  10.1007/s10593-014-1426-2

文献信息

• Co(<scp>ii</scp>), Ni(<scp>ii</scp>), Cu(<scp>ii</scp>) and Zn(<scp>ii</scp>) complexes of tetraphenylazadipyrromethene
  作者：Aniello Palma、John F. Gallagher、Helge Müller-Bunz、Joanna Wolowska、Eric J.L. McInnes、Donal F. O'Shea

  DOI：10.1039/b811764k

  日期：——

  The synthesis, crystallographic and spectroscopic properties of four divalent isomorphous metal complexes of tetraphenylazadipyrromethene are described.

  介绍了四苯基氮杂环戊烯的四种二价同构金属配合物的合成、晶体学和光谱特性。
• Synthesis and reactivity of aza-dipyrrin alkali metal salts
  作者：Roberto M. Diaz-Rodriguez、Katherine N. Robertson、Alison Thompson

  DOI：10.1039/c8cc07101b

  日期：——

  We report the lithium, sodium and potassium salts of aza-dipyrrins and detail their use as anionic aza-dipyrrinato ligand sources in complexation. Of the three types of alkali salts studied, those of lithium are found to be most useful as synthetic precursors. For example, they selectively afford heteroleptic aza-dipyrrinato zinc complexes which can be further modified via ligand exchange.

  我们报告了氮杂双吡啶的锂盐，钠盐和钾盐，并详细介绍了它们在络合中作为阴离子氮杂双吡啶配体来源的用途。在研究的三种类型的碱金属盐中，发现锂最适合用作合成前体。例如，它们选择性地提供杂合的氮杂-二吡喃并酮锌络合物，其可以通过配体交换进一步修饰。
• Homoleptic, Four-Coordinate Azadipyrromethene Complexes of d¹⁰ Zinc and Mercury
  作者：Thomas S. Teets、David V. Partyka、James B. Updegraff、Thomas G. Gray

  DOI：10.1021/ic701190g

  日期：2008.4.1

  Tetraarylazadipyrromethenes, and especially their boron chelates, are a growing class of chromophores that are photoactive toward red light. The coordination chemistry of these ligands remains to be explored. Reported here are four-coordinate zinc(II) and mercury(II) complexes of tetraarylazadipyrromethene ligands. The new complexes contain two azadipyrromethenes bound per d(10) metal center and are characterized by H-1 NMR, optical absorption spectroscopy, X-ray diffraction crystallography, and elemental analysis. Solid-state structures show that these bischelate complexes distort significantly from idealized D-2d symmetry. AM1 geometry optimizations indicate relaxation energies in the range of 6.8-15.2 kcal mol(-1); interligand pi-stacking provides an added energetic impetus for distortion. The absorption spectra show a marked increase in the absorption intensity in the red region and, in the case of the zinc(II) complexes, the development of a second distinct absorption band in this region, which is red-shifted by ca. 40-50 nm relative to the free ligand. Semiempirical INDO/S computations indicate that these low-energy optical absorptions derive from allowed excitations among ligand-based orbitals that derive from the highest occupied molecular orbital and lowest unoccupied molecular orbital of the free azadipyrromethene.
• Synthesis, spectral-luminescent properties of B(III) and Zn(II) complexes with alkyl- and aryl-substituted dipyrrins and azadipyrrins
  作者：E. V. Antina、M. B. Berezin、N. A. Dudina、S. L. Burkova、A. Yu. Nikonova

  DOI：10.1134/s0036023614100027

  日期：2014.10

  Effect of complexing atom, molecular structure of dipyrrolylmethene and its aza analog on spectral-luminescent properties of heteroleptic boron(III) and homoleptic zinc(II) complexes with 3,3',5,5'-tetramethyl-2,2'-dipyrrolylmethene, 3,3',5,5'-tetraphenyl-2,2'-dipyrrolylmethene, and 3,3',5,5'-tetraphenyl-ms-aza-2,2'-dipyrrolylmethene in organic solvent solutions was studied. The complexes were found to exhibit strong chromophore (lambda = 350-690 nm, E > similar to 10(5) L/mol cm) and fluorescent properties. Quantum yield (gamma(fl)) for fluoroborate complexes reaches 100% and is weakly dependent on medium nature. The value of gamma(fl) for phenyl- and alkyl-substituted zinc(II) dipyrrolylmethenates in nonpolar solvents is not higher 0.3 and 0.03, respectively; complete fluorescence quenching is observed in electron-donating solvents. Aza-substitution at the meso spacer causes considerable shift of electronic absorption and fluorescence spectra to the red region but completely quenches fluorescence of zinc(II) chelates and decreases gamma(fl) of boron(III) complex to 0.04.