2,2'-bis(chloromethyl)-4,4'-bis(dimethylamine)biphenyl | 258856-74-5

• 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: 2,2'-bis(chloromethyl)-4,4'-bis(dimethylamine)biphenyl
• 英文别名: 2,2'-bis(chloromethyl)-4,4'-bis(dimethylamino)biphenyl；2,2-bis(chloromethyl)-4,4'-bis(dimethylamino) biphenyl；4,4'-bis(dimethylamino)-2,2'-bis(chloromethyl)biphenyl；3-(chloromethyl)-4-[2-(chloromethyl)-4-(dimethylamino)phenyl]-N,N-dimethylaniline
• CAS: 258856-74-5
• 化学式: C₁₈H₂₂Cl₂N₂
• 分子量: 337.292
• InChiKey: SPIDSLNJQAMFEU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  22
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  6.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2,2'-bis(chloromethyl)-4,4'-bis(dimethylamine)biphenyl 在 lithium aluminium tetrahydride 、 sodium hydride 作用下， 以 乙醚 、 二甲基亚砜 为溶剂， 反应 51.0h， 生成 5-N,5-N,28-N,28-N,9,24-hexamethyl-12,15,18,21-tetraoxa-9,24-diazatricyclo[24.4.0.02,7]triaconta-1(26),2(7),3,5,27,29-hexaene-5,28-diamine
  参考文献：
  名称：

  4,4′-Bis(dimethylamino)biphenyl containing binding sites. A new fluorescent subunit for cation sensing

  摘要：

  研究了共价连接到氮冠醚的4,4'-二(二甲基氨基)联苯子单位的发射行为。合成了一些新的配体，以测试这种新型荧光团的性质。对这些新配体和一些以前描述的化合物在含有Ni²⁺、Cu²⁺、Zn²⁺、Hg²⁺、Pb²⁺、Cd²⁺以及一些碱金属和碱土金属阳离子的乙腈中的荧光进行了研究。

  DOI：

  10.1039/b108300g
• 作为产物：
  描述：

  2,2'-bis(hydroxymethyl)-4,4'-bis(dimethylamino)biphenyl 在 氯化亚砜 作用下， 以90%的产率得到2,2'-bis(chloromethyl)-4,4'-bis(dimethylamine)biphenyl
  参考文献：
  名称：

  Synthesis, solution and electrochemical behaviour of new aza-crown ethers derived from biphenyl

  摘要：

  已经合成了包含联苯单元的宏环配体 L1–L4。进行了在有无过渡金属阳离子存在下的电位法和伏安法研究。还考虑了配体构象与氧化态之间的关系。通过 X 射线衍射技术阐明了 [HgL2(CN)2]·2Hg(CN)2 的晶体结构。

  DOI：

  10.1039/a906342k

文献信息

• Cation and anion fluorescent and electrochemical sensors derived from 4,4′-substituted biphenyl
  作者：Ana M. Costero、M. José Bañuls、M. José Aurell、Luis E. Ochando、Antonio Doménech

  DOI：10.1016/j.tet.2005.08.010

  日期：2005.10

  Five new fluorescent macrocyclic ligands derived from biphenyl are described. These new compounds can be used in cation and anion recognition and sensing. Their fluorescent and electrochemical properties are studied and the influence of the biphenyl conformation on these properties is considered. The X-ray single crystal structure of one of the described ligands has been determined.

  描述了五种衍生自联苯的新型荧光大环配体。这些新化合物可用于阳离子和阴离子的识别和传感。研究了它们的荧光和电化学性质，并考虑了联苯构象对这些性质的影响。已经确定了所述配体之一的X射线单晶结构。
• Redox-active aza-crown ethers derived from biphenyl. electrochemical and solution studies of complexation
  作者：Ana M. Costero、Elena Monrabal、Francisco Sanjuan、Ramón Martínez-Máñez、Miguel Padilla-Tosta、Teresa Pardo、Juan Soto

  DOI：10.1016/s0040-4020(99)00988-6

  日期：1999.12

  Two new ligands 4 and 5, containing in their structures aza-crown ethers moieties in addition to tetramethylbenzidine units, have been prepared. Their ability to complex transition metal cations has been studied by NMR and electrochemical techniques. Ligand 5 gives rise to two diastereoisomeric complexes with Cd(NO3)(2). (C) 1999 Elsevier Science Ltd. All rights reserved.
• 4,4′-Substituted biphenyl coronands. Preparation of a new selective fluorescent sensor for mercury salts
  作者：Ana M. Costero、M. José Bañuls、M. José Aurell、Antonio Doménech

  DOI：10.1016/j.tet.2006.09.084

  日期：2006.12

  Six new 4,4'-substituted biphenyl coronands have been prepared. The ligands containing dimethylamino groups in the biphenyl moiety have been used in transition metal cations' complexation and one of them (3) has demonstrated to be a selective fluorescent sensor for mercury. Stoichiometries of the formed complexes and complexation constants have been determined by titration experiments. In addition, the extractant ability of some ligands has also been studied. Finally, the electrochemical properties of some of these ligands are also described. (c) 2006 Elsevier Ltd. All rights reserved.