N,N'-bis{2-[3-(2-aminoethyl)adamantan-1-yl]ethyl}pyridine-2,6-diamine | 1211462-90-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: N,N'-bis{2-[3-(2-aminoethyl)adamantan-1-yl]ethyl}pyridine-2,6-diamine
• 英文别名: N,N'-bis{2-[3-(2-aminoethyl)adamantan-1-yl]-ethyl}pyridine-2,6-diamine；2-N,6-N-bis[2-[3-(2-aminoethyl)-1-adamantyl]ethyl]pyridine-2,6-diamine
• CAS: 1211462-90-6
• 化学式: C₃₃H₅₃N₅
• 分子量: 519.817
• InChiKey: DCQCIASTAISHSS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.7
• 重原子数：
  38
• 可旋转键数：
  12
• 环数：
  9.0
• sp3杂化的碳原子比例：
  0.85
• 拓扑面积：
  89
• 氢给体数：
  4
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  2,6-二溴吡啶 、 1,3-金刚烷二乙胺 在 bis(dibenzylideneacetone)-palladium⁽⁰⁾ 、 sodium t-butanolate 、 2-二环己膦基-2'-(N,N-二甲胺)-联苯 作用下， 以 1,4-二氧六环 为溶剂， 以10%的产率得到4,10,22,28,40,44-hexaazanonacyclo[29.5.1.1(1,33).1(5,9).1(13,17).1(13,19).1(15,19).1(23,27).1(31,35)]tetratetraconta-5(44),6,8,23(40),24,26-hexaene
  参考文献：
  名称：

  Palladium-catalyzed amination in the synthesis of macrocyclic compounds containing 1,3-disubstituted adamantane fragments

  摘要：

  Palladium-catalyzed amination of 1,3-dibromobenzene, 2,6-dibromopyridine, 3,3'-dibromobiphenyl, 2,7-dibromonaphthalene, and 1,8-dichloroanthracene with an equimolar amount of 2,2'-(adamantane-1,3-diyl)diethanamine resulted in the formation of macrocyclic compounds containing one or several adamantane and one or several aromatic fragments. The reactions of 2,2'-(adamantane-1,3-diyl)diethanamine with excess 1,3-dibromobenzene, 2,6-dibromopyridine, 1,8-dichloroanthracene, and 1,8-dichloroanthraquinone gave the corresponding N,N'-diaryl derivatives. Polyaza macrocycles incorporating adamantane, aromatic, and 4,7,10-trioxatridecane-1,13-diamine fragments, were obtained by palladium-catalyzed amination of the N,N'-diaryl derivatives with 4,7,10-trioxatridecane-1,13-diamine.

  DOI：

  10.1134/s1070428009100236

文献信息

• Pd-catalyzed amination in the synthesis of a new family of polyazamacrocycles containing 1,3-disubstituted adamantane moieties
  作者：Alexei D. Averin、Elena R. Ranyuk、Alexei K. Buryak、Evgenii N. Savelyev、Boris S. Orlinson、Ivan A. Novakov、Irina P. Beletskaya

  DOI：10.1016/j.mencom.2009.05.007

  日期：2009.5

  Pd-catalyzed amination of a number of dihaloarenes with equimolar amounts of 1,3-bis(2-aminoethyl)adamantane in dilute dioxane solution provided one-step route to a new family of polyazamacrocycles with various cavity sizes containing one or several adamantane and aromatic fragments.

  Pd在稀二恶烷溶液中用等摩尔量的1,3-双（2-氨基乙基）金刚烷催化的二卤代芳烃的胺化反应为一步一步的方法提供了一个新的途径，使其成为具有不同空腔尺寸，包含一个或多个金刚烷和芳香族化合物的新型聚氮杂大环族化合物。碎片。