2-hydroxypyrimidine*HNO3 | 327065-09-8

• 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: 2-hydroxypyrimidine*HNO3
• 英文别名: Hpymo*HNO3；nitric acid;1H-pyrimidin-2-one
• CAS: 327065-09-8
• 化学式: C₄H₄N₂O*HNO₃
• 分子量: 159.101
• InChiKey: BHJLCNNNSKRKPZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.58
• 重原子数：
  11
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  108
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  silver nitrate 、 2-hydroxypyrimidine*HNO3 、 transplatin 在 NaOH 作用下， 以 水 为溶剂， 以44%的产率得到trans-[(NH3)2Pt(2-hydroxypyrimidine)2](NO3)2
  参考文献：
  名称：

  From Simple trans-[a₂Pt(2-hydroxypyrimidine)₂]²⁺ (a = NH₃, CH₃NH₂) Complexes to Structures of Higher Complexity. Molecular Recognition of 2-Aminopyrimidine by Hydrogen Bond Formation and Reactivity toward Additional Metal Ions

  摘要：

  The new complexes trans-[a(2)Pt(Hpymo-N-1)(2)]X-2 (a = NH3, X = NO3 (1a); a = CH3NH2, X = NO3 (lb); a = CH3NH2, X = ClO4 (1c); Hpymo = 2-hydroxypyrimidine) have been prepared by reaction of trans-[a(2)Pt(H2O)(2)]- X-2 with 2-hydroxypyrimidine at 80 degrees C in water. Complex 1c cocrystallizes in water with 2-aminopyrimidine (ampym) through formation of complementary pairs of hydrogen bonds to give the supramolecular hexagon {trans-[(CH3NH2)(2)Pt(pymo-N-1)(Hpymo-N-1)] . Hampym}(2)(ClO4)(4) (2). Molecular recognition of ampym by 1c is responsible for a conformational change of the two hydroxypyrimidine ligands in Ic from anti (Ic) to syn and in addition for a proton transfer from a Hpymo residue to ampym against 1.5 units of pK(a) gradient. H-1 NMR concentration-dependent studies as well as NOE experiments in dmso-d(6) and dmf-h show that 2 dissociates in solution. Compound 1a reacts in NH3:H2O (1:3) with Ag-1 to give the polymeric species {trans-[(NH3)(2)Pt(mu-pymo-N-1,N-3)(2)Ag(H2O)]NO3}(n), (3). In contrast to 2, in the polymeric structure the trans-[(NH3)(2)Pt(pymo)(2)] entities adopt an anti conformation. Nevertheless, the [(H2O)Ag(pymo)(2)] residues present a syn conformation that leads to a meander-like global structure. Compounds Ib, Ic, 2, and 3 have been studied by X-ray crystallography: (Pb) triclinic space group, P (1) over bar, a = 9.300(2) Angstrom, b = 10.483(2) Angstrom, c = 11.050(2) Angstrom, alpha = 68.21(3)degrees, beta = 75.47(3)degrees, gamma = 73.83(3)degrees, Z = 2, R1 = 0.025, and wR2 = 0.062; (1c) triclinic space group, P1, a = 5.692(1) Angstrom, b = 7.758(2) Angstrom, c = 11.236(2) Angstrom, alpha = 93.12(3)degrees, beta = 92.86(3)degrees, gamma 102.58(3)degrees, Z = 2, R1 = 0.048, and wR2 = 0.119; (2) triclinic space group, P1, a 8.355(2) Angstrom, b = 11.221(2) Angstrom, c = 13.004(3) Angstrom, alpha = 86.76(3)degrees, beta = 78.62(3)degrees, gamma = 77.96(3)degrees, Z = 2, R1 = 0.033, and wR2 = 0.080; (3) monoclinic space group, C2/c, a = 5.345(1) Angstrom, b = 23.998(5) Angstrom, c 12.474(2) Angstrom, beta = 102.27(3)degrees, Z = 8, R1 = 0.041, and wR2 = 0.093.

  DOI：

  10.1021/ic9903634

文献信息

• Self-Assembly of Palladium(II) and Platinum(II) Complexes of 2-Hydroxypyrimidine to Novel Metallacalix[4]arenes. Receptor Properties through Multiple H-Bonding Interactions
  作者：Jorge A. R. Navarro、Eva Freisinger、Bernhard Lippert

  DOI：10.1021/ic991411n

  日期：2000.5.1

  performed on [[enPt(pymo-N1,N3)]4(ClO4)4]2.[Cu(H2O)6](ClO4)2.9H2O (4) showed that multiple H-bonding interactions between the water coordination sphere of the copper center and the oxo surface of two tetranuclear cations take place instead of a direct interaction between the heterometal and the oxo surface of the metallacalix[4]arene. Encapsulation of [Cu(H2O)6]2+ is also responsible for the stabilization

  [enM（H2O）2]（NO3）2（en =乙二胺，M = PdII，PtII）与2-羟基嘧啶（Hpymo）在水中的反应导致自组装成[enM（pymo-N1， N3）] 4（ ）4（1，M = PdII; 2，M = PtII），其结构与杯[4]芳烃相似。化合物1和2中的四核阳离子在固态下具有pymo残基的1,3-交替方向。试图将软金属离子（PdII，PtII），边界金属离子（CuII，ZnII）或硬金属离子（LaIII，BeII，NaI）配位至金属lacalix [4]芳烃下缘的oxo表面。实际上，对[[enPt（pymo-N1，N3）] 4（ClO4）4] 2. [Cu（ ）6]（ ）2进行了X射线研究。9 （4）表明，铜中心的水配位球与两个四核阳离子的氧代表面之间发生了多个氢键相互作用，而不是杂金属与金属lacalix [4]芳烃的氧代表面之间直接相互作用。[Cu（ ）6]
• Formation of heterotopic metallacalix[n]arenes (n = 3, 4, 6) containing ethylenediaminepalladium(<scp>ii</scp>) metal fragments and 4,7-phenanthroline and 2-pyrimidinolate bridges. Synthesis, structure and host–guest chemistry
  作者：Miguel A. Galindo、Simona Galli、Jorge A. R. Navarro、M. Angustias Romero

  DOI：10.1039/b408698h

  日期：——

  A multicomponent reaction involving ethylenediaminepalladium(II), 2-pyrimidinol derivatives (L) [L = 2-pyrimidinol (a); 4-methyl-2-pyrimidinol (b); 4,6-dimethyl-2-pyrimidinol (c)] and 4,7-phenanthroline (4,7-phen) leads to the formation of heterotopic cyclic metallamacrocycles of the type [Pdn(en)n(μ-N,N′-L)m(μ-N,N′-4,7-phen)n − m](2n − m)+ [n = 3, m = 1 (3); n = 4, m = 2 (4); n = 6, m = 4 (5)]. These species can be obtained by different reaction pathways, including: (i) reaction of ethylenediaminepalladium(II), L and 4,7-phen building blocks and (ii) reaction of the homotopic species [Pd4(en)4(μ-N,N′-L)4]4+ (1) and [Pd3(en)3(μ-N,N′-4,7-phen)3]6+ (2). The resulting heterotopic metallamacrocycles have been characterised by 1D and 2D 1H NMR spectroscopy. Additionally, species 3c and 4a have been studied by X-ray crystallography. The former one contains almost isosceles triangles of [Pd3(en)3(μ-N,N′-4,6-dimethyl-2-pyrimidinolate)(μ-N,N′-4,7-phen)2]5+ formulation, exhibiting a pinched-cone conformation. 4a contains a tetranuclear parallelogram [Pd4(en)4(μ-N,N′-2-pyrimidinolate)2(μ-N,N′-4,7-phenanthroline)2]6+, exhibiting a 1,3-alternate conformation. The host–guest properties of the here reported species have been studied, showing that they are able to interact with cationic as well as with anionic species.

  3]6+，而后者则包含[Pd3(en)3(4,6-dimethyl-2-p