N2,N2'-(pyridine-2,6-diyl)-bis(N2,N6-dimethylpyridine-2,6-diamine) | 1195970-64-9

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: N2,N2'-(pyridine-2,6-diyl)-bis(N2,N6-dimethylpyridine-2,6-diamine)
• 英文别名: N-allyl-bis(6-methylaminopyridin-2-yl)amine；2-N-methyl-6-N-[6-(methylamino)pyridin-2-yl]-6-N-prop-2-enylpyridine-2,6-diamine
• CAS: 1195970-64-9
• 化学式: C₁₅H₁₉N₅
• 分子量: 269.349
• InChiKey: WODQJRPSMBYUFT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  20
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  53.1
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  N2,N2'-(pyridine-2,6-diyl)-bis(N2,N6-dimethylpyridine-2,6-diamine) 在 tris-(dibenzylideneacetone)dipalladium(0) 、 1,3-双(二苯基膦)丙烷 、 sodium hydride 、 sodium t-butanolate 作用下， 以 四氢呋喃 、 甲苯 为溶剂， 反应 41.0h， 生成
  参考文献：
  名称：

  Bisazacalix [n]吡啶的合成及其与C60和C70的络合

  摘要：

  首次使用大环片段偶联法合成了二硫烷连接的双氮杂萘并[ n ]吡啶（n = 4、7 ），然后与乙硫酸进行大环化后光反应，并在碱性条件下水解。双大环化合物充当强受体，与C 60和C 70形成1：1络合物，提供高达107000 L·mol -1的结合常数（K a（1：1））。两个单大环的合作提高了对富勒烯的结合亲和力。

  DOI：

  10.1002/cjoc.201090286
• 作为产物：
  描述：

  N-allyl-bis(6-bromopyridin-2-yl)amine 、 甲胺 以 乙醇 为溶剂， 反应 24.0h， 以78%的产率得到N2,N2'-(pyridine-2,6-diyl)-bis(N2,N6-dimethylpyridine-2,6-diamine)
  参考文献：
  名称：

  Synthesis of (NH)_m(NMe)_4−m-Bridged Calix[4]pyridines and the Effect of NH Bridge on Structure and Properties

  摘要：

  The (NH)(m)(NMe)(4-m)-bridged calix[4]pyridines (m = 1-4) 19-23 were synthesized in excellent yields from deprotection of N-allyl groups of (NAllyl)(m)(NMe)(4-m)-bridged calix[4]pyridine derivatives 8 and 15-18, which were prepared in moderate yields by macrocyclic 2+2 and 1+3 coupling reactions between simple diamino- and dibromo-substituted fragments, In the solid state, (NH)(m)(NMe)(4-m)-bridged calix[4]pyridines adopted different 1,3-alternate conformations due to mainly the formation of varied conjugation systems of bridging NH units with their neighboring pyridines. In solution, all (NH)(m)(NMe)(4-m)-bridged calix[4]pyridines were very fluxional and the rates of interconversion of various conformational structures were very rapid relative to the NMR time scale, While (NH)(4)-bridged calix[4]pyridine 23 formed the strongest conjugation system, (NH)(2)(NMe)(2)-bridged calix[4]pyridine 21 acted as a selective fluorescence probe in the recognition of zinc(II) ion in solution with the dramatic enhancement of fluorescence intensity.

  DOI：

  10.1021/jo901609u

文献信息

• Synthesis of (NH)_<i>m</i>(NMe)_4−<i>m</i>-Bridged Calix[4]pyridines and the Effect of NH Bridge on Structure and Properties
  作者：En-Xuan Zhang、De-Xian Wang、Zhi-Tang Huang、Mei-Xiang Wang

  DOI：10.1021/jo901609u

  日期：2009.11.20

  The (NH)(m)(NMe)(4-m)-bridged calix[4]pyridines (m = 1-4) 19-23 were synthesized in excellent yields from deprotection of N-allyl groups of (NAllyl)(m)(NMe)(4-m)-bridged calix[4]pyridine derivatives 8 and 15-18, which were prepared in moderate yields by macrocyclic 2+2 and 1+3 coupling reactions between simple diamino- and dibromo-substituted fragments, In the solid state, (NH)(m)(NMe)(4-m)-bridged calix[4]pyridines adopted different 1,3-alternate conformations due to mainly the formation of varied conjugation systems of bridging NH units with their neighboring pyridines. In solution, all (NH)(m)(NMe)(4-m)-bridged calix[4]pyridines were very fluxional and the rates of interconversion of various conformational structures were very rapid relative to the NMR time scale, While (NH)(4)-bridged calix[4]pyridine 23 formed the strongest conjugation system, (NH)(2)(NMe)(2)-bridged calix[4]pyridine 21 acted as a selective fluorescence probe in the recognition of zinc(II) ion in solution with the dramatic enhancement of fluorescence intensity.
• Synthesis of Bisazacalix[n]pyridines and Their Complexation with C60 and C70
  作者：Enxuan Zhang、Dexian Wang、Zhitang Huang、Meixiang Wang

  DOI：10.1002/cjoc.201090286

  日期：2010.9

  Disulfane‐linked bisazacalix[n]pyridines (n=4, 7) were synthesized for the first time using a macrocyclic fragment coupling approach followed by post‐macrocyclization photoreaction with ethanethioic acid and hydrolysis under basic conditions. The bis‐macrocyclic compounds acted as strong receptors to form 1:1 complex with C60 and C70, giving a binding constant (Ka(1:1)) up to 107000 L·mol−1. The cooperation

  首次使用大环片段偶联法合成了二硫烷连接的双氮杂萘并[ n ]吡啶（n = 4、7 ），然后与乙硫酸进行大环化后光反应，并在碱性条件下水解。双大环化合物充当强受体，与C 60和C 70形成1：1络合物，提供高达107000 L·mol -1的结合常数（K a（1：1））。两个单大环的合作提高了对富勒烯的结合亲和力。