4-chloro-6-(3,5-diphenyl-1H-pyrazol-1-yl)pyrimidine | 357614-46-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 4-chloro-6-(3,5-diphenyl-1H-pyrazol-1-yl)pyrimidine
• 英文别名: 4-(3,5-Diphenyl-1h-pyrazole-1-yl)-6-chloropyrimidine；4-chloro-6-(3,5-diphenylpyrazol-1-yl)pyrimidine
• CAS: 357614-46-1
• 化学式: C₁₉H₁₃ClN₄
• 分子量: 332.792
• InChiKey: KUKBBCBRTATCEU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  24
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  43.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-chloro-6-(3,5-diphenyl-1H-pyrazol-1-yl)pyrimidine 、 苯酚 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 2.0h， 以77%的产率得到4-(3,5-diphenyl-1H-pyrazol-1-yl)-6-phenoxypyrimidine
  参考文献：
  名称：

  与4-（1 H-吡唑-1-基）-6-R-嘧啶的 混合价铜（i，ii）配合物：从离子结构到配位聚合物†

  摘要：

  两个基于嘧啶的配体，4-（3,5-二苯基-1 H-吡唑-1-基）-6-（吗啉代）嘧啶（L 2）和4-（3,5-二苯基-1 H-吡唑- 1-yl）-6-苯氧基嘧啶（L 3）和一系列混合价卤化铜（I，II）配合物[Cu（L 2）2 Br] 2 [Cu 2 Br 4 ]（1），[ Cu（L 2）2 Cl] [CuCl 2 ]（2）和[Cu 2 L 3 Br 3 ] n（3），已经合成。配合物[Cu（L 2）2 Br] 2 [Cu 2 Br 4 ]是通过使L 2与CuBr 2在MeCN中以1：1的摩尔比反应而制备的。通过在MeCN中以2：1：1摩尔比的L 2，CuCl 2和CuCl之间的反应合成了其氯仿类似物[Cu（L 2）2 Cl] [CuCl 2 ] 。配体L 2充当螯合剂。在配合物的结构中[Cu（L 2）2 Br] 2 [Cu 2Br 4 ]和[Cu（L 2）2 Cl] [CuCl 2 ]中，Cu

  DOI：

  10.1039/c5dt04005a

文献信息

• Copper(II) complexes based on a new chelating 4-(3,5-diphenyl-1H-pyrazol-1-yl)-6-(piperidin-1-yl)pyrimidine ligand: Synthesis and crystal structures. Lone pair–π, C–H···π, π–π and C–H···A (A=N, Cl) non-covalent interactions
  作者：Mark B. Bushuev、Viktor P. Krivopalov、Natalia V. Pervukhina、Dmitrii Yu. Naumov、Gennadii G. Moskalenko、Katerina A. Vinogradova、Lilia A. Sheludyakova、Stanislav V. Larionov

  DOI：10.1016/j.ica.2010.01.013

  日期：2010.4

  A new bidentate chelating pyrazolylpyrimidine ligand bearing a strong electron-donating substituent, i.e. 4-(3,5-diphenyl-1H-pyrazol-1-yl)-6-(piperidin-1-yl) pyrimidine (L) (Scheme 1), has been synthesized and used to obtain the copper(II) complexes by reaction with CuCl2. The molar ratio Cu:L = 1: 2 leads to isolation of a complex having CuL2Cl2 empirical formula, while the molar ratio Cu:L = 1:1 gives a complex with CuLCl2 empirical formula. The crystal structure of L as well as the structures of both complexes were studied by single crystal X-ray diffraction. The crystal structure of CuL2Cl2 compound is formed by trans-[CuL2Cl2] mononuclear molecules. Surprisingly, in contrast to the previous compound having molecular structure, the crystal structure of CuLCl2 consists of mononuclear [CuL2Cl](+) complex cations and dinuclear [Cu2Cl6](2) anions. Thus, formula of CuLCl2 complex can be represented as [CuL2Cl](2)[Cu2Cl6]. In both complexes molecules of L adopt bidentate chelating coordination mode through N-2 atom of pyrazole and N-3 atom of pyrimidine rings forming five-membered CuN3C metallocycles. Owing to C-H center dot center dot center dot N interactions and pi-pi-stacking L molecules form 2D network. In the structure of trans-[CuL2Cl2] there exist double lone pair(N(piperidine))-pi(pyrimidine) interactions and C-H center dot center dot center dot Cl contacts resulting in the formation of 1D chains. Layered 2D structure of [CuL2Cl](2)[Cu2Cl6] results from C-H center dot center dot center dot Cl, C-H center dot center dot center dot pi and double lone pair (Cl([CuL2Cl](+) complex cation)-pi(pyrimidine) interactions. (C) 2010 Elsevier B.V. All rights reserved.