1-[(3,5-Ditert-butyl-2-hydroxyphenyl)methylideneamino]-3-phenylthiourea | 616892-52-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1-[(3,5-Ditert-butyl-2-hydroxyphenyl)methylideneamino]-3-phenylthiourea
• CAS: 616892-52-5
• 化学式: C₂₂H₂₉N₃OS
• 分子量: 383.558
• InChiKey: VBSTXWIDJUERCR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.1
• 重原子数：
  27
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  88.7
• 氢给体数：
  3
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-[(3,5-Ditert-butyl-2-hydroxyphenyl)methylideneamino]-3-phenylthiourea 、 copper dichloride 以 甲醇 为溶剂， 生成
  参考文献：
  名称：

  Novel mono-and binuclear complexes of Cu(II) with hydrazones of salicylaldehyde derivatives

  摘要：

  A series of new mono-and binuclear metal chelates of Cu(II) with ligands, which are the products of condensation of 3,5-di(tert-butyl)salicylaldehyde with hetarylhydrazines or 4-phenylsemi(thiosemi)carbazide, were synthesized. Their compositions and structures were determined by the elemental analysis, IR and H-1 NMR spectroscopies, magnetochemistry, and conductometry measurements. It was shown for the first time that in the case of hetarylhydrazones, only mononuclear complexes were formed due to steric effect of tert-butyl fragments, whereas arylhydrazones gave binuclear complexes with two Cu atoms bonded by the spin-spin interaction. The exchange parameters 2J were calculated for binuclear metal chelates.

  DOI：

  10.1134/s1070328407040112
• 作为产物：
  描述：

  3,5-二叔丁基水杨醛 、 4-苯基-3-硫代氨基脲 以 乙醇 为溶剂， 反应 2.5h， 以79%的产率得到1-[(3,5-Ditert-butyl-2-hydroxyphenyl)methylideneamino]-3-phenylthiourea
  参考文献：
  名称：

  Thiosemicarbazone copper complexes as competent catalysts for olefin cyclopropanations

  摘要：

  New copper complexes of several thiosemicarbazones have been prepared and characterized. All complexes have been prepared by employing Cu (II) acetate hydrate, but analytical and spectroscopical data for the isolated complexes revealed that in most cases a reduction to copper (I) occurred. Cyclopropanation reactions of several olefins by ethyldiazoacetate (EDA) in the presence of catalytic amounts of the complexes were examined. The reported results showed that all complexes are competent catalysts for the cyclopropanation reaction of unactivated olefins. Cyclopropanes were obtained in high yields (up to 97%, TON up to 18,400) with moderate to excellent diastereoselectivities (up to >99%). (C) 2012 Elsevier B. V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2012.03.018

文献信息

• Ternary copper(II) complexes of thiosemicarbazones and heterocyclic bases showing N3OS coordination as models for the type-2 centers of copper monooxygenases
  作者：Anil D. Naik、Pattubala A.N. Reddy、Munirathinam Nethaji、Akhil R. Chakravarty

  DOI：10.1016/s0020-1693(03)00091-4

  日期：2003.6

  (H2L) in MeOH, and structurally characterized by X-ray diffraction technique. Crystal structures of the complexes display a distorted square-pyramidal (4 + 1) coordination geometry having the ONS-donor thiosemicarbazone bonded at the basal plane. The chelating heterocyclic bases exhibit axial-equatorial mode of bonding. The complexes are one-electron paramagnetic and they show axial X-band EPR spectra

  六种通式[CuLB]（1-6）的三价铜（II）配合物，其中L是水杨醛与硫代氨基脲的缩合反应得到的双阴离子ONS-供体硫代氨基甲酮，B是NN-供体杂环碱基，如2,2'-联吡啶乙酸铜（II）水合物与杂环碱（B）和硫代半碳zone（H2L）在MeOH中的反应制得1,10-菲咯啉和2,9-二甲基-1,10-菲咯啉，并对其结构进行了表征通过X射线衍射技术。配合物的晶体结构显示扭曲的方形-金字塔形（4 + 1）配位几何结构，该结构具有在基面上键合的ONS供体硫半碳emi。螯合杂环基表现出键合的轴向-赤道模式。配合物是单电子顺磁性，在77 K的DMF-甲苯玻璃中显示轴向X波段EPR光谱，其g（平行于）（A（平行于））和g（垂直于）的值类似于2.2（ 175 x 10（-4）cm（-1））并类似于2.0，表示d（x2-y2）}（1）基态。在DMF中，络合物在570nm附近显示dd带，在400nm附近显示