4-(4'-octyloxyphenyl)-2,6-diphenylpyridine | 263755-57-3

• 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-(4'-octyloxyphenyl)-2,6-diphenylpyridine
• 英文别名: 4-(4-Octoxyphenyl)-2,6-diphenylpyridine
• CAS: 263755-57-3
• 化学式: C₃₁H₃₃NO
• 分子量: 435.609
• InChiKey: CXMRROOIARQPMU-UHFFFAOYSA-N

物化性质

• 沸点：
  564.0±38.0 °C(Predicted)
• 密度：
  1.041±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  9.2
• 重原子数：
  33
• 可旋转键数：
  11
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  22.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4-(4'-octyloxyphenyl)-2,6-diphenylpyridine 以 氘代氯仿 、 溶剂黄146 、 二甲基亚砜 为溶剂， 生成 [(4-(4-octyloxyphenyl)-2,6-diphenylpyridine)Pt(Cl)(dimethylsulfoxide)]
  参考文献：
  名称：

  C−H Activation Induced by Water. Monocyclometalated to Dicyclometalated:  C∧N∧C Tridentate Platinum Complexes

  摘要：

  Metalation of 2,6-diphenylpyridine (1) by potassium tetrachloroplatinate in acetic acid gives a monocyclometalated chloride-bridged dimer 4. This dimer is split with CO to give a kinetic product st with the incoming CO trans to the orthometalated carbon. The kinetic product of cleavage is shown to be 16 kJ mol(-1) higher in energy than the thermodynamic product 9c, which has the CO trans to the pyridine nitrogen. The isomerization of 9t to 9c is shown not to take place via an associative mechanism and, with analogue 11, is effectively suppressed when excess chloride is added, implying that it takes place via a chloride dissociation. The monocyclometalated 9 undergoes a second cyclometalation to give the C boolean AND N boolean AND C dicyclometalated complex 15 in high yield. This second cyclometalation is brought about by the simple expedient of adding water to the monocyclometalated precursor. The addition of water is rationalized on the basis of needing to ionize the HCl byproduct of the reaction. Using a substituted pyridine (5) analogous chemistry is observed. Single-crystal X-ray structures of one of the intermediates (6) and one of the final products (15) have been solved. Density functional theory calculations are used to rationalize the isomerizations of the monocyclometalated intermediates and the need to ionize HCl in the second cyclometalation.

  DOI：

  10.1021/om9910423

文献信息

• Di-metallated platinum carbonyl complexes: platinum–platinum interactions in the solid state
  作者：Christopher P. Newman、Gareth W. V. Cave、Michael Wong、William Errington、Nathaniel W. Alcock、Jonathan P. Rourke

  DOI：10.1039/b105073g

  日期：——

  species. Carbonyl derivatives of two such compounds have been structurally characterised. The X-ray structure of the complex [2,6-(4′-C6H13OC6H3)2C5H3NPt(CO)], (1), obtained using 2,6-bis(4′-hexyloxyphenyl)pyridine, has no unusual features. In contrast, the structure of the complex [2,6-(C6H4)2-4-(4′-C8H17OC6H5)C5H2NPt(CO)], (2), which results when using 4-(4′-octyloxy-phenyl)-2,6-diphenylpyridine

  二苯基吡啶与一当量的 四氯铂酸钾 在 乙酸产生一个环金属化物种可以被诱导以经历第二环金属化，得到一个C ∧ Ñ ∧ Ç三齿物种。羰两种这类化合物的衍生物已在结构上得到了表征。该复合物的X-射线结构[2,6-（4'-C 6 H ^ 13 OC 6 H ^ 3）2 C ^ 5 ħ 3 NPT（CO）]，（1使用），获得的2,6-双（4'-己氧基苯基）吡啶，没有异常功能。相反，复合物[2,6-（C 6 H 4）2 -4-（4'-C 8 H 17 OC 6 H 5）C 5 H 2 NPT（CO）]的结构，（2），使用时结果4-（4'-辛氧基-苯基）-2,6-二苯基吡啶，具有紧密的分子间接触，具有3.243（1）Å的PT–PT“键”将分子保持为二聚体。化合物2还以另一种固态形式存在，该形式似乎不包含PT–PT键。
• Cyclopalladated acetate dimers: Crystal structures and VT-NMR
  作者：Peter G. Evans、Neil A. Brown、Guy J. Clarkson、Christopher P. Newman、Jonathan P. Rourke

  DOI：10.1016/j.jorganchem.2005.11.066

  日期：2006.3

  The X-ray structure of two cyclopalladated acetate bridged dimers has been solved, and they are shown to exhibit all open-book type core, analogous to those that have been previously reported. Variable temperature NMR studies oil these molecules demonstrates that this core persists in chloroform solution, resulting in restrictions to the movement of ancillary parts of the molecule. The barrier to rotation of a pendant phenyl ring against this core hits been measured: Delta H-double dagger = 56 kJ mol(-1), and Delta S-double dagger = 0. (c) 2005 Elsevier B.V. All rights reserved.