7,16-bis(4-dimethylaminophenyl)-1,4,10,13-tetraoxa-7,16-diazacyclooctadecane

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 7,16-bis(4-dimethylaminophenyl)-1,4,10,13-tetraoxa-7,16-diazacyclooctadecane
• 英文别名: 4-[16-[4-(dimethylamino)phenyl]-1,4,10,13-tetraoxa-7,16-diazacyclooctadec-7-yl]-N,N-dimethylaniline
• 化学式: C₂₈H₄₄N₄O₄
• 分子量: 500.682
• InChiKey: IAIYPERKUJQEJG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  36
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  49.9
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  4-溴-N,N-二甲基苯胺 、 二氮杂18-冠醚-6 在 tris(dibenzylideneacetone)dipalladium(0) chloroform complex sodium t-butanolate 、 2-二环己膦基-2'-(N,N-二甲胺)-联苯 作用下， 以 甲苯 为溶剂， 反应 20.0h， 以90%的产率得到7,16-bis(4-dimethylaminophenyl)-1,4,10,13-tetraoxa-7,16-diazacyclooctadecane
  参考文献：
  名称：

  N-aryl-and N-vinyldiaza-18-crown-6: Synthesis and complexing ability

  摘要：

  The nucleophilic aromatic and vinyl substitution using diaza-18-crown-6 as nucleophile afforded a number of its N,N'-diaryl-[aryl = 2,4-(NO2)(2)C6H3, 4-C5F4N, 4-CF3C6F4] and N,N'-dialkenyl-substituted derivatives [alkenyl = PhC(O)CH=CH, MeOCOCH=CH, (EtO2C)(2)C=C(Ph), etc.]. Arylation of diaza-18-crown-6 with nonactivated aryl bromides, such as 4-Me2NC6H4Br, 4-MeOC6H4Br, C6H5Br, and 4-CF3C6H4Br, was effected under catalysis by palladium complexes. N,N'-Diaryldiaza-18-crowns-6 having electron-acceptor substituents in the aromatic rings turned out to be incapable of fanning complexes with metal cations, while their analogs containing electron-donor para-methoxy and para-dimethylamino groups gave complexes with barium perchlorate.

  DOI：

  10.1134/s1070428006030171

文献信息

• N-aryl-and N-vinyldiaza-18-crown-6: Synthesis and complexing ability
  作者：P. K. Sazonov、G. A. Artamkina、I. P. Beletskaya

  DOI：10.1134/s1070428006030171

  日期：2006.3

  The nucleophilic aromatic and vinyl substitution using diaza-18-crown-6 as nucleophile afforded a number of its N,N'-diaryl-[aryl = 2,4-(NO2)(2)C6H3, 4-C5F4N, 4-CF3C6F4] and N,N'-dialkenyl-substituted derivatives [alkenyl = PhC(O)CH=CH, MeOCOCH=CH, (EtO2C)(2)C=C(Ph), etc.]. Arylation of diaza-18-crown-6 with nonactivated aryl bromides, such as 4-Me2NC6H4Br, 4-MeOC6H4Br, C6H5Br, and 4-CF3C6H4Br, was effected under catalysis by palladium complexes. N,N'-Diaryldiaza-18-crowns-6 having electron-acceptor substituents in the aromatic rings turned out to be incapable of fanning complexes with metal cations, while their analogs containing electron-donor para-methoxy and para-dimethylamino groups gave complexes with barium perchlorate.