1-(3-pyridylmethyl)-1,4,8,11-tetraazacyclotetradecane

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 1-(3-pyridylmethyl)-1,4,8,11-tetraazacyclotetradecane
• 英文别名: 1-(Pyridin-3-ylmethyl)-1,4,8,11-tetrazacyclotetradecane
• 化学式: C₁₆H₂₉N₅
• 分子量: 291.44
• InChiKey: WPWQCVJWAHKQIU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.2
• 重原子数：
  21
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.69
• 拓扑面积：
  52.2
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  zinc perchlorate 、 1-(3-pyridylmethyl)-1,4,8,11-tetraazacyclotetradecane 以 甲醇 为溶剂， 生成 Zinc(II) 1-(3-pyridylmethyl)-1,4,8,11-tetraazacyclotetradecane bis(perchlorate)
  参考文献：
  名称：

  Investigation of metal cyclam complexes as potential catalysts for the production of dimethyl carbonate

  摘要：

  While Zn cyclam complexes are known to readily react with CO2 and methanol to provide carbonato complexes, we were interested in trying to extend this chemistry into a possible catalytic cycle for the production of dimethyl carbonate. This route would require a cleavage of the Zn-carbonato complex with methanol. Towards this goal we modified the cyclam ligands by attaching various Lewis basic donors as pendant groups on the cyclam that could potentially act as hemilabile arms. The crystal structures of 1-(2-pyridylmethyl)-1,4,8,11-tetraazacyclotetradecane 2, 1-(3-pyridylmethyl)-1,4,8,11-tetraazacyclotetradecane 3, and 1-propionitrile-1,4,8,11-tetraazacyclotetradecane 4 are presented. Ligand 2 was reacted with M[ClO4](2) (M = Zn, Cd) and the resulting complexes were structurally and spectroscopically characterized. Despite the modifications, again these complexes did not perform as catalysts for the formation of dimethyl carbonate. Ligand 4 was found to react with methanol in the presence of Zn[ClO4](2)center dot 6H(2)O to convert the nitrile group into a methyl propionimidate, forming the methyl propionimidate (1,4,8,11-tetraazacyclotetradecane) zinc perchlorate. It is likely that the donor arms used bind too strongly to Zn or Cd to allow complexation of CO2 or methanol. (C) 2012 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.ica.2012.03.025
• 作为产物：
  描述：

  N,N'-二(2-氨乙基)-1,3-丙二胺 在 sodium hydroxide 、 硫酸 、 potassium carbonate 作用下， 以 乙醚 、 N,N-二甲基甲酰胺 为溶剂， 反应 61.0h， 生成 1-(3-pyridylmethyl)-1,4,8,11-tetraazacyclotetradecane
  参考文献：
  名称：

  Meunier, I.; Mishra, A. K.; Hanquet, B., Canadian Journal of Chemistry, 1995, vol. 73, # 5, p. 685 - 695

  摘要：

  DOI：

文献信息

• Process for the synthesis of cyclic polynitrogenated compounds
  申请人：L'AIR LIQUIDE, SOCIETE ANONYME POUR L'ETUDE ET L'EXPLOITATION DES PROCEDES GEORGES CLAUDE

  公开号：EP0427595A1

  公开（公告）日：1991-05-15

  This invention relates to a method for the synthesis of cyclic polyamines that proceeds by reaction of a diamine with the acrylonitrile and in which the reduction steps are carried out with Raney alloy instead of using hydrogen under pressure in the presence of Raney nickel. This invention also relates to the new compounds prepared according to the process.

  本发明涉及一种通过二胺与丙烯腈反应合成环状多胺的方法，在该方法中，还原步骤是用雷尼合金进行的，而不是在雷尼镍存在下加压使用氢气。 本发明还涉及根据该工艺制备的新化合物。
• PROCEDE DE PREPARATION DE POLYAZACYCLOALCANES GREFFES SUR GEL DE SILICE ET UTILISATION DES COMPOSES GREFFES
  申请人：COMMISSARIAT A L'ENERGIE ATOMIQUE

  公开号：EP1051257A1

  公开（公告）日：2000-11-15
• GEL DE SILICE INCORPORANT DES MOTIFS POLYAZACYCLOALCANES
  申请人：L'AIR LIQUIDE, SOCIETE ANONYME POURL'ETUDE ET L'EXPLOITATION DES PROCEDES GEORGES CLAUDE

  公开号：EP1051422A1

  公开（公告）日：2000-11-15
• Procédé de préparation de co-gels incorporant des motifs polyazacycloalcanes et utilisation
  申请人：L'Air Liquide S. A. à Directoire et Conseil de Surveillance pour l'Etude et l'Exploitation des Procédés Georges Claude

  公开号：EP1325939B1

  公开（公告）日：2006-06-14
• MATERIAUX HYBRIDES ORGANIQUES-INORGANIQUES, MESOPOREUX, POUR SEPARER LES GAZ
  申请人：CENTRE NATIONAL DE LA RECHERCHE SCIENTIFIQUE (CNRS)

  公开号：EP1370563B1

  公开（公告）日：2006-09-06