potassium 2-(((E)-1-(2-hydroxyphenyl)ethylidene)amino)acetate | 466664-33-5

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: potassium 2-(((E)-1-(2-hydroxyphenyl)ethylidene)amino)acetate
• 英文别名: [Me2Sn(2-OC6H4C(CH3)=NCH2COO)(H2O)]
• CAS: 466664-33-5
• 化学式: C₁₀H₁₀NO₃*K
• 分子量: 231.293
• InChiKey: QWFISNQFQJCQKT-RVDQCCQOSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  -3.04
• 重原子数：
  15.0
• 可旋转键数：
  3.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  72.72
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  potassium 2-(((E)-1-(2-hydroxyphenyl)ethylidene)amino)acetate 、 三甲基氯化锡 以 甲醇 为溶剂， 以70%的产率得到trimethyltin 2-(((E)-1-(2-hydroxyphenyl)ethylidene)amino)acetate
  参考文献：
  名称：

  2-{[（（E）-1-（2-羟基芳基）亚烷基]氨基}乙酸的三有机锡（IV）配合物的合成和结构表征。晶体和pH分子结构3的Sn（2-OHC 6 H ^ 4 C（H）NCH 2 COO）和Me 3 Sn的（2-OHC 6 H ^ 4 C（CH 3）NCH 2 COO）

  摘要：

  合成了2-{[（（E）-1-（2-羟基芳基）亚烷基]氨基}乙酸的三有机锡（IV）衍生物，并通过1 H，13 C，119 Sn-NMR，119 SnMössbauer和红外光谱进行了表征技术与元素分析相结合。报道了三苯基锡2-{[（（E）-1-（2-羟基苯基）亚甲基]氨基}乙酸盐和三甲基锡2-{[（（E）-1-（2-羟基苯基）亚乙基]氨基}乙酸盐的晶体结构。X射线结构表明该配合物采用了聚合的反式-O 2 SnC 3。三角双锥体构型，R基团位于赤道位置，轴向位置被配位体的羧酸氧和相邻配合物上的配位体的酚氧占据。配体以两性离子形式与酚质子移动到附近的氮原子配位。在该质子和酚氧之间存在氢键。羧酸根基团是不相同的。光谱证据结合119 SnMössbauer数据表明，其他配合物在固态下采用相似的聚合物结构。

  DOI：

  10.1016/s0022-328x(02)01387-6

文献信息

• Synthesis, Characterization, and X-ray Structures of Diphenyltin(IV) <i>N</i>-(2-Hydroxyacetophenone)glycinate, Its 1:1 Adduct with Triphenyltin(IV) Chloride, and Related Systems
  作者：Dainis Dakternieks、Tushar S. Basu Baul、Sushmita Dutta、Edward R. T. Tiekink

  DOI：10.1021/om9800290

  日期：1998.7.1

  O)], 1, shows a distorted trigonal-bipyramidal geometry in the solid state. Reaction of 1 with Ph3SnCl yields a 1:1 adduct in which the two tin atoms are joined via the carbonyl atom of the ligand in 1 to form a mixed diorgano/triorgano species. NMR data indicate that the 1:1 adduct dissociates in noncoordinating solvent. Similarly, [tBu2Sn(2-OC6H4C(CH3)NCH2COO)·tBu2SnCl2], which has been characterized

  化合物[Ph 2 Sn（2-OC 6 H 4 C（CH 3）NCH 2 COO）] 1呈固态扭曲的三角-双锥体几何形状。的反应1的Ph 3的SnCl产生一个1：1加合物，其中所述两个锡原子以通过配体的羰基原子连接1以形成混合二有机取代基/三有机物种。NMR数据表明1：1加合物在非配位溶剂中解离。同样，[ tBu 2 Sn（2-OC 6 H 4 C（CH 3）NCH 2 COO）· t在固态中结晶表征的Bu 2 SnCl 2 ]在溶液中解离。与上述行为相反，单体[Vin 2 Sn（2-OC 6 H 4 C（CH 3）NCH 2 COO）]与水分子形成加合物，生成[Vin 2 Sn（2-OC 6 H 4 C （CH 3）NCH 2 COO）OH 2 ]处于固态。
• Self-assembly of diorganotin(IV) 2-{[(E)-1-(2-oxyaryl)alkylidene]amino}acetates: An investigation of structures by X-ray diffraction, solution and solid-state tin NMR, and electrospray ionization MS
  作者：Tushar S. Basu Baul、Cheerfulman Masharing、Rudolph Willem、Monique Biesemans、Michal Holčapek、Robert Jirásko、Anthony Linden

  DOI：10.1016/j.jorganchem.2005.03.010

  日期：2005.6

  The diorganotin(IV) compounds, [Me2SnL2(OH2)](2) (1), ['' Bu2SnL2(OH2)](2) (2), ['' Bu2SnL1](3)center dot 0.5C(3)H(6)O (3), ['' Bu2SnL3](3)center dot 0.5C(6)H(6) (4) and [Ph2SnL3](n)center dot 0.5C(6)H(6) (5) (L = carboxylic acid residue, i.e., 2- [(E)- I -(2-oxyaryl)alkylidene] amino I acetate), were synthesized by treating the appropriate diorganotin(IV) dichloride with the potassium salt of the ligand in anhydrous methanol. The reaction of Ph2SnL2 (L = 2 2- [(E)- 1 -(2-oxyphenyl)ethylidene] amino I acetate) with 1,10-phenanthroline (Phen) yielded a 1:1 adduct of composition, [Ph2SnL2 (Phen)] (6). The crystal structures of 1-6 were determined. The crystal of 1 is composed of centrosymmetric dimers of the basic Me2SnL2 (OH2) moiety, where the two Sn-centres are linked by two asymmetric Sn-(OSn)-Sn-... bridges involving the carboxylic acid 0 atom of the ligand and a long (SnO)-O-... distance of 3.174(2) angstrom The dimers are further linked into columns by hydrogen bonds. The coordination geometry about the Sn atom is a distorted pentagonal bipyramid with the two methyl groups in axial positions. The structure of 2 is similar. The same Sn atom coordination geometry is observed in compound 3, which is a cyclic trinuclear['' Bu2SnL1](3) compound. Each Sn atom is coordinated by the phenoxide O atom, one carboxylate O atom and the imino N atom from one ligand and both the exo- and endo-carboxylate O atoms (mean Sn-O(exo): 2.35 angstrom; Sn-O(endo): 2.96 angstrom) from an adjacent ligand to form the equatorial plane, while the two butyl groups occupy axial positions. Compound 4 was found to crystallize in two polymorphic forms. The Sn-complex in both forms has a trinuclear ['' Bu2SnL3](3) structural motif similar to that found in 3. In compound 5, distorted trigonal bipyramidal Ph2SnL3 units are linked into polymeric cis-bridged chains by a weak (SnO)-O-... interaction (3.491(2) angstrom) involving the exocyclic 0 atom of the tridentate ligand of a neighboring Sn-complex unit. This interaction completes a highly distorted octahedron about the Sn atom, where the weakly coordinated exocyclic 0 atom and one phenyl group are trans to one another. In contrast, a monomeric distorted pentagonal bipyramidal geometry is found for adduct 6 where the Sn-phenyl groups occupy the axial positions. The solution and solid-state structures are compared by using Sn-119 NMR chemical shift data. Compounds 1-6 were also studied using ESI-MS and their positive- and negative-ions mass fragmentation patterns are discussed. (c) 2005 Elsevier B.V. All rights reserved.