3-苯胺基-4-羟基环丁-3-烯-1,2-二酮钠 | 637328-50-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 3-苯胺基-4-羟基环丁-3-烯-1,2-二酮钠
• 英文名称: sodium 3-anilino-4-hydroxycyclobut-3-ene-1,2-dione
• 英文别名: sodium anilinosquarate；sodium anilinosquarate sodium salt；Na(3-anilino-4-oxycyclobut-3-ene-1,2-dione)；3-anilino-4-hydroxycyclobut-3-ene-1,2-dione sodium salt；Sodium;2-anilino-3,4-dioxocyclobuten-1-olate
• CAS: 637328-50-8
• 化学式: C₁₀H₆NO₃*Na
• 分子量: 211.152
• InChiKey: FULSJFDXBDFCHL-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  -2.9
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  69.2
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  europium(III) nitrate hexahydrate 、 3-苯胺基-4-羟基环丁-3-烯-1,2-二酮钠 以 水 为溶剂， 以40%的产率得到([Eu(μ2-squarate)(H2O)6][anilinoquarate]*4H2O)n
  参考文献：
  名称：

  尝试合成苯甲醚和苯胺基苯甲酸酯配体的镧系元素（III）配合物。

  摘要：

  聚合镧系元素络合物（Ln（mu-CH3OC6H5C4O3）（CH3OC6H5C4O3）2（H2O）4.xH2O）n [Ln = La（1），Eu（2），Gd（3）]异戊二烯酸酯和Ln（NO3）3.xH2O的结构均相似，镧配合物与pair和analogue类似物同构对之间仅存在细微差别。1中的镧原子具有方形反棱角配位几何结构，其中包括两个侧基和两个mu-1,3-桥基异方酸基团和四个aqua配体。与镧配合物相比，配合物2和3在其不对称单元中具有两个独立的金属原子。但是，1-3的总体结构基本相同。complex络合物（（CH3OC6H5C4O3）3Tb（H2O）4（mu-CH3OC6H5C4O3）（CH3OC6H5C4O3）2Tb（H2O）5）的不对称单元。H2O（4）包含两个独立的双核单元，它们通过氢键形成与1-3极为相似的扩展结构。离子型聚合物[[Ln（mu2-C4O4）（H2O）6] [C6H5NHC4O3]

  DOI：

  10.1021/ic034922p

文献信息

• Synthesis, Structure, and Magnetochemical Analysis of Selected First-Row Transition-Metal Anilino- and Anisolesquarate Compounds
  作者：Patrice M. T. Piggot、Lincoln A. Hall、Andrew J. P. White、David J. Williams、Laurence K. Thompson

  DOI：10.1021/ic035193g

  日期：2004.2.1

  trans-oriented methanols. The polymer chains propagate to form a two-dimensional net of metal centers, with the conformation of the component sheets in the net being controlled by intramolecular N-H...O and O-H...O hydrogen bonds. Under reaction conditions similar to those used in the synthesis of the polymers 1, 2, 4, and 5, the nickel(II) monomer [Ni(C(6)H(5)NHC(4)O(3))(2)(H(2)O)(4)].2H(2)O (3) is produced

  同晶型聚合物络合物[M（mu-C（6）H（5）NHC（4）O（3））（2）（CH（3）OH）（2）]（n）[M = Mn（1） ，Co（2），Cu（4），Zn（5）]是通过使苯胺基四方酸根阴离子与适当的金属硝酸盐在甲醇溶液中反应而制得的。这些络合物中的每一个都在略微扭曲的八面体环境中包含中心金属原子，配位多面体由四个mu-1，2桥联的苯胺基方形配体和两个反式甲醇组成。聚合物链传播形成金属中心的二维网，网中的组分片的构象由分子内NH ... O和OH ... O氢键控制。在类似于聚合物1、2、4和5合成所使用的反应条件下，镍（II）单体[Ni（C（6）H（5）NHC（4）O（3））（2 ）（H（2）O）（4）]。产生了2H（2）O（3），其中每个镍中心都以扭曲的八面体形式连接到两个顺式配位的苯胺基四方形和四个水族配体上。3中的配体构象通过分子内和分子间氢键而稳定，这导致形成具有不同的疏水和亲
• Complexes of Aminosquarate Ligands with First-Row Transition Metals and Lanthanides:  New Insights into Their Hydrolysis
  作者：Patrice M. T. Piggot、Shireen Seenarine、Lincoln A. Hall

  DOI：10.1021/ic070188o

  日期：2007.6.25

  anilinosquarate ligand with Ln(NO(3))(3) x xH(2)O produced the eight-coordinate complexes Sm(mu-C(6)H(5)NHC(4)O(3))(3)(H(2)O)(4) x 3H(2)O}n (6), [M(mu(2)-C(4)O(4))(H(2)O)(6)][C(6)H(5)NHC(4)O(3)] x 4H(2)O}n [M = Er (7), Yb (8)], Sm(C(6)H(5)NHC(4)O(3)) (mu(3)-C(4)O(4))(H(2)O)(4) x H(2)O}(n) (9), and [(C(6)H(5)NHC(4)O(3))(2)(H(2)O)(5)Yb}(2)(mu-C(4)O(4))] x 4H(2)O}n (10). 7 and 8 are isomorphous with

  尝试合成3-羟基-4-[（1'S，2'R）-（2-羟基-1'，2'-二苯乙基）氨基] -3-环丁烯-1,2的第一行过渡金属配合物-di一个在酒精溶液中的配体导致形成单体[M（NH（2）C（4）O（3））（2）（H（2）O）（4）] [M = Mn（1 ），Co（2），Ni（3），Cu（4），Zn（5）]的替代，这是由于配体的水解。1、2和3是同构的（C2 / c），金属原子八面体与四个aqua和两个顺式氨基方形配体配位。铜和锌配合物（4和5）具有与1-3相同的分子式，但分别属于C2 / m和P2（1）/ c空间群。图4具有正方形金字塔的几何形状，在基面上具有反式取向的氨基方形配体。水性配体完善了配位领域。5具有八面体几何，具有四个水色和两个反方向的氨基方形配体。Anilinosquarate配体的水溶液与Ln（NO（3））（3）x xH（2）O的反应产生了八配位络合物Sm（mu-C（6）H（5）NHC（4）O（
• Synthesis of ruthenium(II) monosubstituted squarates: 2. Single crystal structures of fac-[Ru(Cl)(dmso)3(H2O)(L)]·xH2O (L=anisole-, anilino-squarate) and fac-[Ru({C6H5}2NC4O3)(Cl)(dmso)3(H2O)]·C4H8O
  作者：Patrice M.T. Piggot、Lincoln A. Hall、Andrew J.P. White、David J. Williams

  DOI：10.1016/s0020-1693(03)00423-7

  日期：2004.1

  The three monomeric ruthenium(II) monosubstituted squarate complexes fac-[Ru(Cl)(dmso)(3)(H2O)(L)] (.) xH(2)O [L = CH3OC6H5 C4O3 (1): C6H5NHC4O3 (2)] and fac-[Ru(C6H5}(2)NC4O3)(Cl)(dmso)(3)(H2O)(L)] (.) C4H8O (3), obtained by the reactions of cis[RuCl2(dmso)(4)] with the sodium salts of the anisole-, anilino- and diphenylamino-squarate ligands, respectively, all have the ruthenium atom showing octahedral geometry. The coordination polyhedron in each complex consists of three S-bonded dmso groups, one chlorine, one aqua and one monosubstituted squarate ligand. In 1, hydrogen bonded chains are formed along the crystallographic c direction but stacking interactions are absent. Molecules of complex 2, however, pack to form almost planar juxtaposed hydrogen bonded, pi-stacked sheets, with pairs of molecules being linked by N-H...O and additional O-H...O hydrogen bonds, whilst those of 3 pack simply as pi-stacked "dimer pairs". (C) 2003 Elsevier B.V. All rights reserved.
• Synthesis of ruthenium(II) monosubstituted squarates: 1. Procedural considerations
  作者：Patrice M.T. Piggot、Lincoln A. Hall、Andrew J.P. White、David J. Williams

  DOI：10.1016/s0020-1693(03)00424-9

  日期：2004.1

  Attempted syntheses of ruthenium(II) monosubstituted squarate complexes in acetonitrile using cis-[RuCl2(dmso)(4)] and anisole-, methoxy-, methyl- and diphenylamino-squarate ligands, respectively, resulted in the formation in each case of the monomer cis, fac-Ru(CH3CN)Cl-2(dmso)(3) (1) with the ruthenium atom in a distorted octahedral environment. A second crop of crystals harvested from the reaction with the methoxysquarate ligand was identified as the oxalato-bridged dimer [cis-(CH3CN)(Cl)(dmso)(2)Ru}(2)(mu-C2O4)] (2). When cis-[RuCl2(dmso)(4)] and methylsquarate were reacted in aqueous solution instead of acetonitrile, the dimer [(Cl)(dmso)(3)Ru 2(mu-C2O4)] (3) was produced. The dimers 2 and 3 are formed from oxidation/ring opening of the methoxy- and methyl-squarate ligands, respectively. Use of the salts of these ligands instead of their non-ionised forms under different reaction conditions, afforded [Na] fac-[RuCl3(dmso)(3)] (4) and [(C4H9)(4)N](2)[(C4O4)(C4H2O4)(2)] (7), respectively, which were shown to be products of competing reactions. The information acquired from these failed attempts has provided the basis for the development of a strategy to overcome these problems and lead to a successful synthetic route to ruthenium(II) monosubstituted squarates. (C) 2003 Elsevier B.V. All rights reserved.