4'-((diphenylphosphinoyl)methylene)-2,2':6',2''-terpyridine | 208597-43-7

• 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: 4'-((diphenylphosphinoyl)methylene)-2,2':6',2''-terpyridine
• 英文别名: 2,2':6',2''-Terpyridine, 4'-[(diphenylphosphinyl)methyl]-；4-(diphenylphosphorylmethyl)-2,6-dipyridin-2-ylpyridine
• CAS: 208597-43-7
• 化学式: C₂₈H₂₂N₃OP
• 分子量: 447.476
• InChiKey: MVBAMSYDTHOUFC-UHFFFAOYSA-N

物化性质

• 沸点：
  615.4±55.0 °C(Predicted)
• 密度：
  1.28±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  33
• 可旋转键数：
  6
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.04
• 拓扑面积：
  55.7
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (1E,5E)-1,6-dimethyl-1,6-diformyl-1,5-hexadiene-3-yne 、 4'-((diphenylphosphinoyl)methylene)-2,2':6',2''-terpyridine 在 lithium diisopropyl amide 作用下， 以75%的产率得到4-[(1E,3E,7E,9E)-10-(2,6-dipyridin-2-ylpyridin-4-yl)-3,8-dimethyldeca-1,3,7,9-tetraen-5-ynyl]-2,6-dipyridin-2-ylpyridine
  参考文献：
  名称：

  Photoactive molecular-scale wires: synthesis of sarotene/terpyridine ditopic ligands

  摘要：

  We report the preparation of multi-component molecules based on carotene-substituted 2,2':6',6 "-terpyridine ligands. The synthetic protocol based on a double Wittig-Horner coupling reaction uses 4'-methyldiphenylphosphinoxide-2,2':6'2 "-terpyridine and the relevant carotene bis-aldehyde. The all-trans conformation of the double bonds is confirmed by proton NMR. Highly colored and redox-active ruthenium(II) dinuclear complexes have also been prepared and characterized. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(98)00609-1
• 作为产物：
  描述：

  4'-甲基-2,2':6',2''-三联吡啶 在 sodium periodate 、 lithium diisopropyl amide 作用下， 生成 4'-((diphenylphosphinoyl)methylene)-2,2':6',2''-terpyridine
  参考文献：
  名称：

  Photoactive molecular-scale wires: synthesis of sarotene/terpyridine ditopic ligands

  摘要：

  We report the preparation of multi-component molecules based on carotene-substituted 2,2':6',6 "-terpyridine ligands. The synthetic protocol based on a double Wittig-Horner coupling reaction uses 4'-methyldiphenylphosphinoxide-2,2':6'2 "-terpyridine and the relevant carotene bis-aldehyde. The all-trans conformation of the double bonds is confirmed by proton NMR. Highly colored and redox-active ruthenium(II) dinuclear complexes have also been prepared and characterized. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(98)00609-1

文献信息

• <i>cis</i>-[Ru(2,2‘:6‘,2‘ ‘-terpyridine)(DMSO)Cl₂]:  Useful Precursor for the Synthesis of Heteroleptic Terpyridine Complexes under Mild Conditions
  作者：Raymond Ziessel、Vincent Grosshenny、Muriel Hissler、Christophe Stroh

  DOI：10.1021/ic049822d

  日期：2004.7.1

  cis-[Ru(II)(terpy)(DMSO)Cl(2)] or from the cis-[Ru(II)(terpy-Br)(DMSO)Cl(2)] precursor appeared to be reactive in cross-coupling reactions promoted by low-valent palladium(0) and is an attractive target for the stepwise synthesis of polynuclear complexes bearing vacant coordination sites (terpy-Br for 4'-bromo-2,2':6',2' '-terpyridine). Several bipyridine, phenanthroline, and bipyrimidine complexes

  [Ru（II）（terpy）（DMSO）Cl（2）]配合物合成为5/1的顺式和反式异构体混合物，它们与CO和取代的2,2'：6'，2''的反应性-叔吡啶（叔丁基）部分已被研究。反式异构体的结构及其一氧化碳加合物已通过光谱学和X射线衍射明确确定。[Ru（terpy）（terpy-Br）]（2+）配合物是从顺式[Ru（II）（terpy）（DMSO）Cl（2）]或从顺式[Ru（II）（ terpy-Br）（DMSO）Cl（2）]前体似乎在低价钯（0）促进的交叉偶联反应中具有反应性，并且是逐步合成带有空位配位点的多核络合物的有吸引力的靶标（terpy-Br）（DMSO）Cl（2）] Br代表4'-bromo-2,2'：6'，2''-叔吡啶）。几种联吡啶，菲咯啉，
• New europium(iii) complexes containing hybrid ligands with hard and soft complexation centres
  作者：Luca Prodi、Marco Montalti、Nelsi Zaccheroni、Guillaume Pickaert、Loïc Charbonnière、Raymond Ziessel

  DOI：10.1039/b207056c

  日期：2003.1.8

  drastically depends on the nature of the anions: a 20-fold increase of the luminescence intensity could be observed upon adding up to 3 equiv. of nitrate to a solution containing equimolar amounts of ligand 2 and Eu(OTf)3. In other solvents, such as methanol, DMF, and DMSO, the metal ion is coordinated through the PO group; in these conditions almost no metal-centred luminescence can be observed, showing

  这 特吡啶–苯氧化膦 配体 已经合成并研究了2 – 4及其Eu 3+配合物。在室温下的乙腈溶液中，络合物在300-350 nm范围内显示吸收带，表明叔丁基单元与金属配位。在这些条件下，络合物显示出以金属为中心的发光，表明能量从三联亚基转移到Eu中心。这种能量转移过程的效率极大地取决于阴离子的性质：当添加多达3当量时，可以观察到发光强度增加20倍。硝酸盐到含有等摩尔量的配体 2和Eu（OTf）3。其他溶剂， 如 甲醇，DMF和 二甲基亚砜，金属离子通过P O基团配位；在这些条件下，几乎没有观察到以金属为中心的发光，这表明来自未配位的叔丁基单元的能量转移过程的效率几乎可以忽略不计。Eu离子从三联单元向P O基团的转移也可以通过添加Zn 2+离子来完成。镧系元素离子的典型发光消失，而Zn-terpy配合物的典型荧光被观察到。
• Photoactive molecular-scale wires: synthesis of sarotene/terpyridine ditopic ligands
  作者：Guillaume Pickaert、Raymond Ziessel

  DOI：10.1016/s0040-4039(98)00609-1

  日期：1998.5

  We report the preparation of multi-component molecules based on carotene-substituted 2,2':6',6 "-terpyridine ligands. The synthetic protocol based on a double Wittig-Horner coupling reaction uses 4'-methyldiphenylphosphinoxide-2,2':6'2 "-terpyridine and the relevant carotene bis-aldehyde. The all-trans conformation of the double bonds is confirmed by proton NMR. Highly colored and redox-active ruthenium(II) dinuclear complexes have also been prepared and characterized. (C) 1998 Elsevier Science Ltd. All rights reserved.