Methyl 4-[(carbamoylhydrazinylidene)methyl]benzoate | 387846-55-1

• 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: Methyl 4-[(carbamoylhydrazinylidene)methyl]benzoate
• CAS: 387846-55-1
• 化学式: C₁₀H₁₁N₃O₃
• mdl: MFCD01425436
• 分子量: 221.216
• InChiKey: JZYWSTUUZDYVMM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  16
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  93.8
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  二氯二羰基双(三苯基膦)钌 、 Methyl 4-[(carbamoylhydrazinylidene)methyl]benzoate 在 三乙胺 作用下， 以 甲苯 为溶剂， 反应 2.0h， 以57%的产率得到
  参考文献：
  名称：

  A closer look at the formation of bicyclometalated and cyclometalated ruthenium carbonyl complexes

  摘要：

  To study steric and electronic factors that affect the C-H activation of Schiff bases by the complex [Ru(PPh3)(2)(CO)(2)Cl-2], systematic spectroscopic analyses were performed for a family of Ru(II) complexes of type [Ru(PPh3)(2)(CO)L]. Among eight Schiff bases [H(2)Ln (n = 1-8)], synthesized by condensation of methyl-4-formyl benzoate with 4-aminoacetophenone, 1-naphthylamine, 2-amino-5-chloropyridine, 8-aminoquinoline, semicarbazide hydrochloride, 2-aminophenol, thiosemicarbazide and 2-aminothiophenol, it was observed that the C-H activation was dependent on the kind as well as the position of the coordinating atoms. The C-H activation of the Schiff bases was most facile in the formation of a Ru-CNO configuration followed by Ru-CNS, Ru-CNN, and Ru-CNC configurations, whereas for a Ru-NC(methine) configuration the activation was the slowest. X-ray crystal structures for five cycloruthenated complexes are reported. Detailed electrochemical studies reveals the redox behavior of the complexes and DFT calculations were performed to obtain geometry optimized structure of all other complexes and to get an insight of the electronic spectral behavior. (C) 2012 Elsevier B. V. All rights reserved.

  DOI：

  10.1016/j.ica.2012.11.011
• 作为产物：
  描述：

  盐酸氨基脲 、 对甲酰基苯甲酸甲酯 以 乙醇 、 水 为溶剂， 反应 0.5h， 以80%的产率得到Methyl 4-[(carbamoylhydrazinylidene)methyl]benzoate
  参考文献：
  名称：

  A closer look at the formation of bicyclometalated and cyclometalated ruthenium carbonyl complexes

  摘要：

  To study steric and electronic factors that affect the C-H activation of Schiff bases by the complex [Ru(PPh3)(2)(CO)(2)Cl-2], systematic spectroscopic analyses were performed for a family of Ru(II) complexes of type [Ru(PPh3)(2)(CO)L]. Among eight Schiff bases [H(2)Ln (n = 1-8)], synthesized by condensation of methyl-4-formyl benzoate with 4-aminoacetophenone, 1-naphthylamine, 2-amino-5-chloropyridine, 8-aminoquinoline, semicarbazide hydrochloride, 2-aminophenol, thiosemicarbazide and 2-aminothiophenol, it was observed that the C-H activation was dependent on the kind as well as the position of the coordinating atoms. The C-H activation of the Schiff bases was most facile in the formation of a Ru-CNO configuration followed by Ru-CNS, Ru-CNN, and Ru-CNC configurations, whereas for a Ru-NC(methine) configuration the activation was the slowest. X-ray crystal structures for five cycloruthenated complexes are reported. Detailed electrochemical studies reveals the redox behavior of the complexes and DFT calculations were performed to obtain geometry optimized structure of all other complexes and to get an insight of the electronic spectral behavior. (C) 2012 Elsevier B. V. All rights reserved.

  DOI：

  10.1016/j.ica.2012.11.011

文献信息

• A closer look at the formation of bicyclometalated and cyclometalated ruthenium carbonyl complexes
  作者：Soumik Mandal、Dipravath K. Seth、Parna Gupta

  DOI：10.1016/j.ica.2012.11.011

  日期：2013.3

  To study steric and electronic factors that affect the C-H activation of Schiff bases by the complex [Ru(PPh3)(2)(CO)(2)Cl-2], systematic spectroscopic analyses were performed for a family of Ru(II) complexes of type [Ru(PPh3)(2)(CO)L]. Among eight Schiff bases [H(2)Ln (n = 1-8)], synthesized by condensation of methyl-4-formyl benzoate with 4-aminoacetophenone, 1-naphthylamine, 2-amino-5-chloropyridine, 8-aminoquinoline, semicarbazide hydrochloride, 2-aminophenol, thiosemicarbazide and 2-aminothiophenol, it was observed that the C-H activation was dependent on the kind as well as the position of the coordinating atoms. The C-H activation of the Schiff bases was most facile in the formation of a Ru-CNO configuration followed by Ru-CNS, Ru-CNN, and Ru-CNC configurations, whereas for a Ru-NC(methine) configuration the activation was the slowest. X-ray crystal structures for five cycloruthenated complexes are reported. Detailed electrochemical studies reveals the redox behavior of the complexes and DFT calculations were performed to obtain geometry optimized structure of all other complexes and to get an insight of the electronic spectral behavior. (C) 2012 Elsevier B. V. All rights reserved.