[zinc(II)bis(N-propylsalicylideneiminate)] | 16456-95-4

• 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: [zinc(II)bis(N-propylsalicylideneiminate)]
• 英文别名: bis(N-n-propylsalicylaldiminato)zinc(II)
• CAS: 16456-95-4
• 化学式: C₂₀H₂₄N₂O₂Zn
• 分子量: 389.813
• InChiKey: PQSRDKGEHUKFPO-VEAPMNRTSA-L

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

• 作为反应物：
  描述：

  盐酸 、 [zinc(II)bis(N-propylsalicylideneiminate)] 以 乙醚 、 苯 为溶剂， 以92%的产率得到dichlorobis(N-n-propylsalicylaldimine)zinc(II)
  参考文献：
  名称：

  The interconversion of dichlorobis(N-n-propylsalicylaldimine)zinc(II) and bis(N-n-propylsalicylaldiminato)zinc(II)

  摘要：

  The interconversion of the zinc(II) complex of the neutral ligand adduct of N-n-propylsalicylaldimine Zn((LH)-H-pr)(2)Cl-2 and its salicylaldiminato counterpart Zn(L-pr)(2) is investigated. The compound Zn((LH)-H-pr)(2)Cl-2 is prepared by the reaction of anhydrous ZnCl2 with 2 equiv. of N-n-propylsalicylaldimine ((LH)-H-pr) in benzene. A crystallographic study of the distorted tetrahedral Zn((LH)-H-pr)(2)Cl-2 adduct reveals that the oxygen atom of the ligand is deprotonated and bound to the zinc atom while the nitrogen is protonated and non-coordinating. An infrared spectrum of Zn((LH)-H-pr)(2)Cl-2 exhibits a C=N stretch at a higher energy (1658 cm(-1)) than the free ligand (1632 cm(-1)) consistent with the presence of the iminium. moiety. In contrast, the deprotonated ligand of the crystallographically characterized salicylaldiminato complex Zn(L-pr)(2) coordinates to zinc in its prototypical bidentate monoanionic coordination mode. Deprotonation of Zn((LH)-H-pr)(2)Cl-2 with Et3N or NaOH forms Zn(L-pr)(2). The reverse reaction, protonation of Zn(L-pr)(2) with anhydrous HCl, produces Zn((LH)-H-pr)(2)Cl-2. These reactions demonstrate the interrelationship between the zinc salicylaldimine adduct and its corresponding salicylaldiminato complex. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0277-5387(02)00839-2
• 作为产物：
  描述：

  dichlorobis(N-n-propylsalicylaldimine)zinc(II) 在 (C₂H₅)3N 作用下， 以 氯仿 为溶剂， 以89%的产率得到[zinc(II)bis(N-propylsalicylideneiminate)]
  参考文献：
  名称：

  The interconversion of dichlorobis(N-n-propylsalicylaldimine)zinc(II) and bis(N-n-propylsalicylaldiminato)zinc(II)

  摘要：

  The interconversion of the zinc(II) complex of the neutral ligand adduct of N-n-propylsalicylaldimine Zn((LH)-H-pr)(2)Cl-2 and its salicylaldiminato counterpart Zn(L-pr)(2) is investigated. The compound Zn((LH)-H-pr)(2)Cl-2 is prepared by the reaction of anhydrous ZnCl2 with 2 equiv. of N-n-propylsalicylaldimine ((LH)-H-pr) in benzene. A crystallographic study of the distorted tetrahedral Zn((LH)-H-pr)(2)Cl-2 adduct reveals that the oxygen atom of the ligand is deprotonated and bound to the zinc atom while the nitrogen is protonated and non-coordinating. An infrared spectrum of Zn((LH)-H-pr)(2)Cl-2 exhibits a C=N stretch at a higher energy (1658 cm(-1)) than the free ligand (1632 cm(-1)) consistent with the presence of the iminium. moiety. In contrast, the deprotonated ligand of the crystallographically characterized salicylaldiminato complex Zn(L-pr)(2) coordinates to zinc in its prototypical bidentate monoanionic coordination mode. Deprotonation of Zn((LH)-H-pr)(2)Cl-2 with Et3N or NaOH forms Zn(L-pr)(2). The reverse reaction, protonation of Zn(L-pr)(2) with anhydrous HCl, produces Zn((LH)-H-pr)(2)Cl-2. These reactions demonstrate the interrelationship between the zinc salicylaldimine adduct and its corresponding salicylaldiminato complex. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0277-5387(02)00839-2

文献信息

• Tribochemically active chelate complexes of salicylideneimines
  作者：A. D. Garnovskii、A. S. Burlov、K. A. Lysenko、D. A. Garnovskii、I. G. Borodkina、A. G. Ponomarenko、G. G. Chigarenko、S. A. Nikolaevskii、V. I. Minkin

  DOI：10.1134/s1070328409020067

  日期：2009.2

  N-Alkylsalicylideneimines and their complexes with 3d metals were obtained by chemical (from metal salts) and electrochemical methods (from metals in the zero oxidation state). The compounds obtained were characterized by IR and H-1 NMR spectroscopy and X-ray diffraction analysis. According to crystallographic data, nickel bis(chelate) exists in the trans-planar configuration. A friction test revealed that the tribotechnical characteristics of lubricating formulations are substantially enhanced in the presence of N-alkylsalicylideneiminates.