N,N'-bis([2-(1,1-dimethylethylthio)phenyl]methylene)-ethane-1,2-diamine | 123746-54-3

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: N,N'-bis([2-(1,1-dimethylethylthio)phenyl]methylene)-ethane-1,2-diamine
• 英文别名: N,N'-bis(2-(tert-butylthio)benzylidene)-1,2-ethanediamine；N,N'-bis(o-t-butylthiobenzylidine)ethylenediamine；N,N'-ethylenebis(o-tert-butylthiobenzaldimine)；1-(2-tert-butylsulfanylphenyl)-N-[2-[(2-tert-butylsulfanylphenyl)methylideneamino]ethyl]methanimine
• CAS: 123746-54-3
• 化学式: C₂₄H₃₂N₂S₂
• 分子量: 412.663
• InChiKey: LKUDRIXVPKCDBB-UHFFFAOYSA-N

物化性质

• 熔点：
  74-76 °C
• 沸点：
  523.9±45.0 °C(Predicted)
• 密度：
  1.01±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.8
• 重原子数：
  28
• 可旋转键数：
  9
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  75.3
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  N,N'-bis([2-(1,1-dimethylethylthio)phenyl]methylene)-ethane-1,2-diamine 在 盐酸 、 sodium cyanoborohydride 、 potassium carbonate 、 potassium iodide 作用下， 以 乙醇 、 乙腈 为溶剂， 反应 26.0h， 生成 N,N'-bis(2-t-butylthiobenzyl)ethylenediamine-N,N'-diacetic acid, di-t-butyl ester
  参考文献：
  名称：

  含巯基苄基官能团的新型多齿配体以及镓67-TACN-HSB的生物分布

  摘要：

  含有巯基苄基官能团的两个多齿配体的合成：N，N'-双（2-巯基苄基）乙二胺-N，N'-二乙酸和N，N'，N''-三（2-巯基苄基）-1,4描述了7，7-三氮杂环壬烷。用67 Ga标记了N，N'，N''-三（2-巯基苄基）-1,4,7-三氮杂环壬烷，并将其与三（2-巯基苄基）胺得到的结果进行了比较。

  DOI：

  10.1016/s0040-4020(99)00243-4
• 作为试剂：
  描述：

  正辛醛 在 [bis(2-methylallyl)cycloocta-1,5-diene]ruthenium(II) 、 N,N'-bis([2-(1,1-dimethylethylthio)phenyl]methylene)-ethane-1,2-diamine 氢气 作用下， 以 异丙醇 为溶剂， 60.0 ℃ 、5.0 MPa 条件下， 反应 16.0h， 生成 辛醇
  参考文献：
  名称：

  [EN] HYDROGENATION OF ESTERS OR CARBONYL GROUPS WITH TETRADENTATE AMINO/IMINO-THIOETHER BASED RUTHENIUM COMPLEXES
  [FR] HYDROGÉNATION DE GROUPES ESTERS OU CARBONYLES AVEC DES COMPLEXES DU RUTHÉNIUM À BASE D'AMINO/IMINO-THIOÉTHER TÉTRADENTATE

  摘要：

  本发明涉及催化加氢领域，更具体地涉及在氢化过程中使用特定的钌催化剂或前驱体，用于将酮和/或醛还原为相应的醇。所述催化剂是包含四齿配体（L4）的钌络合物，该配体与钌配位，其中：- 两个氮原子，每个以主要或次要胺（即NH2或NH基团）或N-烷基亚胺官能团（即C=N基团）的形式存在，以及- 两个硫原子，每个以硫醚官能团的形式存在。

  公开号：

  WO2012084810A1

文献信息

• Syntheses and Structures of NiS₂N₂Compounds. [<i>N,N</i>′-Bis(<i>o</i>-mercaptobenzyliden)ethylenediaminato]nickel(II), Ni(tsalen), and [<i>N,N</i>′-Bis(<i>o</i>-mercaptobenzyl)ethylenediaminato]nickel(II), Ni(ebmba)
  作者：Takeshi Yamamura、Makoto Tadokoro、Koji Tanaka、Reiko Kuroda

  DOI：10.1246/bcsj.66.1984

  日期：1993.7

  The syntheses, structures, absorption spectra, and redox potentials of Ni(tsalen), H2tsalen = N,N′-bis(o-mercaptobenzyliden)ethylenediamine, and Ni(ebmba), H2ebmba = N,N′-bis(o-mercaptobenzyl)ethylenediamine, are described. Ni(tsalen) was prepared directly from N,N′-bis(o-t-buthylthiobenzyliden)ethylenediamine, from which H2ebmba and, subsequently, Ni(ebmba) were also prepared. The crystal data for these two complexes are as follows: 1) Ni(tsalen); space group Pna21 with the unit-cell dimensions a = 8.929(1), b = 22.603(2), c = 7.484(1) Å, Z = 4, 2) Ni(ebmba); space group P21/c, a = 13.324(5), b = 7.9263(8), c = 15.262(3) Å, β = 101.23(2)°. Ni(tsalen) and Ni(ebmba) adopt squareplanar geometries with average Ni–S distances of 2.157 and 2.165 Å, respectively. The Ni–N distances of these complexes are 1.85(5) and 1.945 Å, respectively. These values, as well as the redox potentials and absorption maxima, ware compared with those of another type of NiS2N2 compound, [Ni(ebtsa)]2−; H4ebtsa = N,N′-bis(o-mercaptobenzoyl)ethlenediamide.

  介绍了 Ni(tsalen)（H2tsalen = N,N′-双(邻巯基亚苄基)乙二胺）和 Ni(ebmba)（H2ebmba = N,N′-双(邻巯基亚苄基)乙二胺）的合成、结构、吸收光谱和氧化还原电位。Ni(tsalen) 由 N,N′-双(邻叔丁基硫代苄基)乙二胺直接制备，H2ebmba 和 Ni(ebmba) 也是由它制备的。这两种配合物的晶体数据如下：1) Ni(tsalen)；空间群 Pna21，单位晶胞尺寸 a = 8.929(1)，b = 22.603(2)，c = 7.484(1)埃，Z = 4，2) Ni(ebmba)；空间群 P21/c，a = 13.324(5)，b = 7.9263(8)，c = 15.262(3)埃，β = 101.23(2)°。Ni(tsalen) 和 Ni(ebmba) 采用方形几何结构，平均 Ni-S 间距分别为 2.157 Å 和 2.165 Å。这些复合物的 Ni-N 间距分别为 1.85(5) Å 和 1.945 Å。这些值以及氧化还原电位和吸收最大值与另一类 NiS2N2 复合物 [Ni(ebtsa)]2- 的值进行了比较；H4ebtsa = N,N′-双（邻巯基苯甲酰基）乙二胺。
• Reactivity of copper(I) and (II) and zinc(II) complexes of bis-(t-butyl)thiosalen and the crystal structure of the stable Cu(I) complex
  作者：David A. Nation、Joseph H. Reibenspies、Max R. Taylor、Kevin P. Wainwright

  DOI：10.1016/s0020-1693(96)05496-5

  日期：1997.5

  A study of the de-t-butylation properties of the N2S2 ligand N,N'-bis[2-(1,1-dimethylethylthio)phenyl]methylene}-ethane-1,2-diamine (L-1) has shown that in contrast to its behaviour with Ni(II) it will not undergo de-t-butylation, using the conventional conditions, with Cu(I) or Zn(II) and not cleanly with Cu(II). The air stable perchlorate salt of the Cu(I) complex of L-1 has been isolated and its crystal structure determined. The complex has a distorted tetrahedral structure in which the ligand binds in such a way as to produce the diastereomeric form of the complex in which both t-butyl groups are directed away from the centre of the molecule and from each other. Cyclic voltammetry in nitromethane indicated that the Cu(II) complex of L-1 is chemically unstable, which was verified during synthetic studies in which it was seen to be prone to both hydrolysis and partial de-t-butylation. Spectroscopic and conductometric evidence suggest that in the ZnCl2 complex of L-1 coordination of chloride occurs to the exclusion of both thioether moieties.
• Yamamura, Takeshi; Tadokoro, Makoto; Kuroda, Reiko, Chemistry Letters, 1989, p. 1245 - 1246
  作者：Yamamura, Takeshi、Tadokoro, Makoto、Kuroda, Reiko

  DOI：——

  日期：——
• Simonsen, Ole; Toftlund, Hans, Acta Crystallographica, Section C: Crystal Structure Communications, 1987, vol. 43, p. 831 - 834
  作者：Simonsen, Ole、Toftlund, Hans

  DOI：——

  日期：——