2-(benzylthio)-N-{pyridin-2-ylmethylidene}aniline | 1287256-07-8

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 2-(benzylthio)-N-{pyridin-2-ylmethylidene}aniline
• 英文别名: 2-(benzylthio)-N-(pyridin-2-ylmethylene)aniline；N-(2-benzylsulfanylphenyl)-1-pyridin-2-ylmethanimine
• CAS: 1287256-07-8
• 化学式: C₁₉H₁₆N₂S
• 分子量: 304.415
• InChiKey: SYJSOSHVRPGJLG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  22
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  50.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  sodium tetrachloropalladate(II) 、 2-(benzylthio)-N-{pyridin-2-ylmethylidene}aniline 以 乙腈 为溶剂， 反应 10.0h， 以69%的产率得到[Pd(L)Cl]
  参考文献：
  名称：

  通过 CS 键裂解合成钯 (II) 配合物与 NNS 供体希夫碱配体：X 射线结构、电化学和 DFT 计算

  摘要：

  摘要 配体 L-Ch2Ph 与 Na2PdCl4 在乙腈中反应，通过 CS 键断裂生成钯 (II) 络合物 [Pd(L)Cl]。它的特点是几种光谱技术，其结构由单晶 X 射线研究证实。该配合物在 0.86 V 下表现出准可逆氧化偶，对应于基于配体的苯硫酚到硫自由基氧化。通过 DFT 和 TDDFT 计算来解释电子结构、溶液光谱和氧化还原特性。

  DOI：

  10.1016/j.molstruc.2017.04.044
• 作为产物：
  描述：

  吡啶-2-甲醛 、 2-氨基苯基苯甲基硫代醚 以 乙醇 为溶剂， 反应 4.0h， 以90%的产率得到2-(benzylthio)-N-{pyridin-2-ylmethylidene}aniline
  参考文献：
  名称：

  Synthesis and characterization of palladium (II) complex of Schiff base ligand: CS bond cleavage and catalytic activity

  摘要：

  Reaction of ligand, L-CH2Ph with Pd(CH3CN)(2)Cl-2 in acetonitrile in presence of PPh3 and subsequent addition of NaClO4 yielded Pd(II) complex, [Pd(L)(PPh3)](ClO4) 1 due to the S-C (CH2Ph) bond cleavage during complexation. Complex 1 was characterized by spectral analysis and the structure was authenticated by single crystal X-ray diffraction. The diffraction analysis revealed that the monoanionic ligand binds with palladium (II) in (N, N, S) fashion in a distorted square planar geometry where the fourth position is occupied by one tri phenyl phosphine group. One ClO4- ion satisfies the charge of the former aggregate, [Pd(L)(PPh3)](+). The complex [Pd(L)(PPh3)](ClO4), 1 exhibits a very good catalytic activity towards C-C bond formation. (C) 2015 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.inoche.2015.01.018

文献信息

• Ruthenium (II) complexes bearing thioether‐appended α‐iminopyridine ligands: Arene precursors permit access to κ ² ‐N,N and κ ³ ‐N,N,S complexes
  作者：Victoria A. Ternes、Hannah A. Morgan、Austin P. Lanquist、Michael J. Murray、Bradley M. Wile

  DOI：10.1002/aoc.5459

  日期：2020.4

  a κ3‐N,N,S binding mode. These complexes are characterized using a combination of solution and solid state methods, including the crystal structure of [(NNSMe)Ru (NCMe)2Cl]Cl. The κ2‐N,N‐Ru(II) complexes are shown to serve as efficient precatalysts for the oxidation of sec‐phenethyl alcohol at modest loadings (alcohol: Ru = 20:1), using a variety of external oxidants and solvents. The complex bearing

  在此，我们报告了一系列具有硫醚官能团的α-亚氨基吡啶配体（NNS R，其中R = Me，CH 2 Ph，Ph）的Ru（II）配合物的制备。使用金属化[（p -cymene）的RuCl] 2只允许访问Ru配合物与κ 2 -N，N供体组，其中所述硫醚部分仍然不协调。在强电场的存在配体如乙腈或三苯基膦，在p -cymene部分发生移动，并且所述配体采用κ 3 -N，N，S结合模式。使用溶液和固态方法相结合来表征这些络合物，包括[（NNS Me）Ru（NCMe）2的晶体结构。Cl] Cl。该κ 2 -N，N-二钌（II）络合物被示出，以作为氧化高效预催化剂仲-苯乙基醇在适度的负荷（醇：钌= 20：1），利用各种外部氧化剂和溶剂。发现带有S-Ph供体的配合物是被调查者中活性最高的氧化催化剂，这表明硫醚供体在催化循环中起着积极的作用。
• Synthesis of new rhodium(III) complex by benzylic C S bond cleavage of thioether containing NNS donor Schiff base ligand: Investigation of catalytic activity towards transfer hydrogenation of ketones
  作者：Sujan Biswas、Chandan Kumar Manna、Rahul Naskar、Akash Das、Tapan Kumar Mondal

  DOI：10.1016/j.ica.2020.120096

  日期：2021.1
• Synthesis and characterization of palladium (II) complex of Schiff base ligand: CS bond cleavage and catalytic activity
  作者：Poulami Pattanayak、Debprasad Patra、Paula Brandão、Dasarath Mal、Vitor Felix

  DOI：10.1016/j.inoche.2015.01.018

  日期：2015.3

  Reaction of ligand, L-CH2Ph with Pd(CH3CN)(2)Cl-2 in acetonitrile in presence of PPh3 and subsequent addition of NaClO4 yielded Pd(II) complex, [Pd(L)(PPh3)](ClO4) 1 due to the S-C (CH2Ph) bond cleavage during complexation. Complex 1 was characterized by spectral analysis and the structure was authenticated by single crystal X-ray diffraction. The diffraction analysis revealed that the monoanionic ligand binds with palladium (II) in (N, N, S) fashion in a distorted square planar geometry where the fourth position is occupied by one tri phenyl phosphine group. One ClO4- ion satisfies the charge of the former aggregate, [Pd(L)(PPh3)](+). The complex [Pd(L)(PPh3)](ClO4), 1 exhibits a very good catalytic activity towards C-C bond formation. (C) 2015 Elsevier B.V. All rights reserved.
• Synthesis of palladium(II) complex with NNS donor Schiff base ligand via C S bond cleavage: X-ray structure, electrochemistry and DFT computation
  作者：Sujan Biswas、Puspendu Roy、Tapan Kumar Mondal

  DOI：10.1016/j.molstruc.2017.04.044

  日期：2017.8

  acetonitrile yielded palladium(II) complex, [Pd(L)Cl] via C S bond cleavage. It is characterized by several spectroscopic techniques and the structure is confirmed by single crystal X-ray study. The complex exhibits quasi-reversible oxidation couple at 0.86 V corresponds to ligand based thiophenolato to thiyl radical oxidation. Electronic structure, solution spectrum and redox properties are interpreted

  摘要 配体 L-Ch2Ph 与 Na2PdCl4 在乙腈中反应，通过 CS 键断裂生成钯 (II) 络合物 [Pd(L)Cl]。它的特点是几种光谱技术，其结构由单晶 X 射线研究证实。该配合物在 0.86 V 下表现出准可逆氧化偶，对应于基于配体的苯硫酚到硫自由基氧化。通过 DFT 和 TDDFT 计算来解释电子结构、溶液光谱和氧化还原特性。