bis(1-methyluracil-5-yl)methylbenzene | 1614265-06-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: bis(1-methyluracil-5-yl)methylbenzene
• 英文别名: 1-Methyl-5-[(1-methyl-2,4-dioxopyrimidin-5-yl)-phenylmethyl]pyrimidine-2,4-dione；1-methyl-5-[(1-methyl-2,4-dioxopyrimidin-5-yl)-phenylmethyl]pyrimidine-2,4-dione
• CAS: 1614265-06-3
• 化学式: C₁₇H₁₆N₄O₄
• 分子量: 340.338
• InChiKey: XHIKCBGYVLZHGF-UHFFFAOYSA-N

物化性质

• 密度：
  1.376±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.1
• 重原子数：
  25
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  98.8
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  Pt(2,2`-bipyridine)(ONO2)2 、 bis(1-methyluracil-5-yl)methylbenzene 、 水 反应 72.0h， 生成 head,tail-{[(2,2'-bipy)Pt]₂[(1-methyluracil)-N₃,O₄-CH(Ph)-(1-methyluracil)]₂}(NO₃)₂·26H₂O
  参考文献：
  名称：

  Rationalizing the formation and versatility of multinuclear metal complexes of bis(1-methyluracil-5-yl)methane as hybrids between classical calix[n]arenes and metallacalixaromatics

  摘要：

  Metallacalix[n]arenes are a distinct class of metallacyclic compounds consisting of heteroaromatic rings L and square-planar cis-a(2)M(II) entities (M = Pt or Pd; a = NH3 or amine; or a(2) = chelating diamine) instead of methylene bridges as in the classic calix[n]arenes. Here a series of hybrid compounds is described, which simultaneously have bridging -CH2- as well as cis-a(2)M(II) units, and uracil containing ligands L. Specifically, L = bis(1-methyluracil-5-yl)methane (1) and in one case a derivative of it, bis(1-methyluracil-5yl)methylbenzene (2), have been reacted with cis-[a(2)M(H2O)(2)](2+) (with a = NH3 or a(2) = 2,2'-bipyridine or bis(pyrazloyl-1-yl) propane) in water and products were isolated. Altogether X-ray crystal structures of eight metallacycles (complexes 3-6, 8-11) of M2L2, M4L2, and M6L6 stoichiometries have been determined as well as a second modification of 1. In all closed metallacycles the 1-methyluracil entities are deprotonated with metals coordinating via N3 positions, and without exception the uracil rings adopt 1,3-alternate conformations. A special feature of ligand 1 in its twofold deprotonated form is its propensity to bind additional metal ions through its exocyclic oxygen functionalities. While O4 sites appear to be favored as secondary metal binding sites, linkage isomerism and involvement of O2 is likewise possible (compounds 4, 9, 10). On the basis of the X-ray crystal structures, a reaction scheme is proposed which accounts for the different stoichiometries observed. (C) 2014 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.ica.2014.01.020
• 作为产物：
  描述：

  1-甲基尿嘧啶 、 苯甲醛 在 盐酸 作用下， 以 水 为溶剂， 反应 4.0h， 以94%的产率得到bis(1-methyluracil-5-yl)methylbenzene
  参考文献：
  名称：

  Rationalizing the formation and versatility of multinuclear metal complexes of bis(1-methyluracil-5-yl)methane as hybrids between classical calix[n]arenes and metallacalixaromatics

  摘要：

  Metallacalix[n]arenes are a distinct class of metallacyclic compounds consisting of heteroaromatic rings L and square-planar cis-a(2)M(II) entities (M = Pt or Pd; a = NH3 or amine; or a(2) = chelating diamine) instead of methylene bridges as in the classic calix[n]arenes. Here a series of hybrid compounds is described, which simultaneously have bridging -CH2- as well as cis-a(2)M(II) units, and uracil containing ligands L. Specifically, L = bis(1-methyluracil-5-yl)methane (1) and in one case a derivative of it, bis(1-methyluracil-5yl)methylbenzene (2), have been reacted with cis-[a(2)M(H2O)(2)](2+) (with a = NH3 or a(2) = 2,2'-bipyridine or bis(pyrazloyl-1-yl) propane) in water and products were isolated. Altogether X-ray crystal structures of eight metallacycles (complexes 3-6, 8-11) of M2L2, M4L2, and M6L6 stoichiometries have been determined as well as a second modification of 1. In all closed metallacycles the 1-methyluracil entities are deprotonated with metals coordinating via N3 positions, and without exception the uracil rings adopt 1,3-alternate conformations. A special feature of ligand 1 in its twofold deprotonated form is its propensity to bind additional metal ions through its exocyclic oxygen functionalities. While O4 sites appear to be favored as secondary metal binding sites, linkage isomerism and involvement of O2 is likewise possible (compounds 4, 9, 10). On the basis of the X-ray crystal structures, a reaction scheme is proposed which accounts for the different stoichiometries observed. (C) 2014 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.ica.2014.01.020