[Ph2Sn(2-([(E)-(2-hydroxyphenyl)methylidene]amino)phenylpropionic acid(-2H))](n) | 148448-24-2

• 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: [Ph2Sn(2-([(E)-(2-hydroxyphenyl)methylidene]amino)phenylpropionic acid(-2H))](n)
• CAS: 148448-24-2
• 化学式: C₂₈H₂₃NO₃Sn
• 分子量: 540.206
• InChiKey: TUZRXFHLHGHUDR-IPPFNBFJSA-L

物化性质

• 熔点：
  194-196 °C

计算性质

• 辛醇/水分配系数(LogP)：
  None
• 重原子数：
  None
• 可旋转键数：
  None
• 环数：
  None
• sp3杂化的碳原子比例：
  None
• 拓扑面积：
  None
• 氢给体数：
  None
• 氢受体数：
  None

反应信息

• 作为产物：
  描述：

  potassium (2S)-2-(2-hydroxybenzylideneamino)-3-phenylpropanoate 、 二苯基二氯化锡 以 四氯化碳 为溶剂， 以58%的产率得到[Ph2Sn(2-([(E)-(2-hydroxyphenyl)methylidene]amino)phenylpropionic acid(-2H))](n)
  参考文献：
  名称：

  Self-assembly of extended Schiff base amino acetate skeletons, 2-{[(2Z)-(3-hydroxy-1-methyl-2-butenylidene)]amino}phenylpropionate and 2-{[(E)-1-(2-hydroxyaryl)alkylidene]amino}phenylpropionate skeletons incorporating organotin(IV) moieties: Synthesis, spectroscopic characterization, crystal structures, and in vitro cytotoxic activity

  摘要：

  The organotin(IV) compounds, [(Ph3SnLH)-H-1](n) center dot nCCl(4) (1), [Me2SnL2(OH2)] (2), [(Bu2SnL2)-Bu-n] (3), [Ph2SnL2](n) (4), [(Ph3SnLH)-H-2](n) (5) and [(Ph3SnLH)-H-3](n) (7) (L-1=2-{[(2Z)-(3-hydroxy-1-methyl-2-butenylidene)]amino}phenylpropionate and L2-3 = 2-{[(E)-1-(2-hydroxyaryl)alkylidene]amino}phenylpropionate), were synthesized by treating the appropriate organotin(IV) chloride(s) with the potassium salt of the ligand in a suitable solvent, while [(Bu2SnL3)-Bu-n(OH2)] (6) was obtained by reacting the acid form of L-3 (generated in situ) with (Bu2SnO)-Bu-n. These complexes have been characterized by H-1, C-13, Sn-119 NMR, ESI-MS, IR and Sn-119m Mossbauer spectroscopic techniques in combination with elemental analyses. The crystal structures of 1 and 4-7 were determined. The crystal structures of complexes 1, 5 and 7 reveal that the complexes exist as polymeric chains in which the L-bridged Sn-atoms adopt a trans-R3SnO2 trigonal bipyramidal configuration with R groups in the equatorial positions and the axial locations occupied by a carboxylate oxygen from the carboxylate ligand and the alcoholic or phenolic oxygen of the next carboxylate ligand in the chain. The carboxylate ligands coordinate in the zwitterionic form with the alcoholic/phenolic proton moved to the nearby nitrogen atom. A polymeric zig-zag cis-bridged chain structure is observed for 4, without considering the weak Sn center dot center dot center dot O interaction, the Sn-atom having a slightly distorted trigonal bipyramidal coordination geometry with the two O atoms of the tridentate amino propionate ligand in axial positions. On the other hand, the structure of 6 reveals a monomeric molecule in which the Sn-atom has a distorted octahedral coordination geometry involving the tridentate carboxylate ligand, two n-butyl ligands occupying trans-positions and one water ligand. The in vitro cytotoxic activity of triphenyltin(IV) compounds, viz., 1, 5 and 7 against WIDR, M19 MEL, A498, IGROV, H226, MCF7 and EVSA-T human tumor cell lines are also reported. (C) 2007 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2007.06.061