N-methyl-bis(6-bromopyridin-2-yl)amine | 1032745-39-3

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: N-methyl-bis(6-bromopyridin-2-yl)amine
• 英文别名: 6-bromo-N-(6-bromopyridin-2-yl)-N-methylpyridin-2-amine
• CAS: 1032745-39-3
• 化学式: C₁₁H₉Br₂N₃
• 分子量: 343.021
• InChiKey: FTCROLJIPXAJTI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  29
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  N-methyl-bis(6-bromopyridin-2-yl)amine 在 10% Pd on charcoal 、 氢气 、 三乙胺 作用下， 以 甲醇 为溶剂， 以100%的产率得到di(pyrid-2-yl)(methyl)amine
  参考文献：
  名称：

  Synthesis of Large Macrocyclic Azacalix[n]pyridines (n = 6 − 9) and Their Complexation with Fullerenes C₆₀ and C₇₀

  摘要：

  Large methylazacalix[n]pyridines (n = 6-9) were synthesized effectively from the Pd-catalyzed macrocyclic fragment coupling reactions between alpha,omega-dibrominated and alpha,omega-diaminated linear oligomers. As macrocyclic host molecules, they formed a 1:1 complex with fullerenes C-60 and C-70 with association constants ranging from 3 x 10(4) to 1 x 10(5) M-1.

  DOI：

  10.1021/ol800840m
• 作为产物：
  描述：

  2,6-二溴吡啶 、 6-溴-2-甲基氨基吡啶 在 sodium hydride 作用下， 以 四氢呋喃 为溶剂， 反应 6.0h， 以98%的产率得到N-methyl-bis(6-bromopyridin-2-yl)amine
  参考文献：
  名称：

  Synthesis of Large Macrocyclic Azacalix[n]pyridines (n = 6 − 9) and Their Complexation with Fullerenes C₆₀ and C₇₀

  摘要：

  Large methylazacalix[n]pyridines (n = 6-9) were synthesized effectively from the Pd-catalyzed macrocyclic fragment coupling reactions between alpha,omega-dibrominated and alpha,omega-diaminated linear oligomers. As macrocyclic host molecules, they formed a 1:1 complex with fullerenes C-60 and C-70 with association constants ranging from 3 x 10(4) to 1 x 10(5) M-1.

  DOI：

  10.1021/ol800840m

文献信息

• ORGANIC ELECTROLUMINESCENT MATERIALS AND DEVICES
  申请人：UNIVERSAL DISPLAY CORPORATION

  公开号：US20190389892A1

  公开（公告）日：2019-12-26

  A compound of Formula I useful as an emitter in OLED is disclosed.

  揭示了作为OLED中发射体有用的化合物I的公式。
• Organic electroluminescent materials and devices
  申请人：UNIVERSAL DISPLAY CORPORATION

  公开号：US11261207B2

  公开（公告）日：2022-03-01

  A compound of Formula I useful as an emitter in OLED is disclosed.

  式 I 的化合物 的化合物。
• Synthesis of Large Macrocyclic Azacalix[<i>n</i>]pyridines (<i>n</i> = 6 − 9) and Their Complexation with Fullerenes C₆₀ and C₇₀
  作者：En-Xuan Zhang、De-Xian Wang、Qi-Yu Zheng、Mei-Xiang Wang

  DOI：10.1021/ol800840m

  日期：2008.6.1

  Large methylazacalix[n]pyridines (n = 6-9) were synthesized effectively from the Pd-catalyzed macrocyclic fragment coupling reactions between alpha,omega-dibrominated and alpha,omega-diaminated linear oligomers. As macrocyclic host molecules, they formed a 1:1 complex with fullerenes C-60 and C-70 with association constants ranging from 3 x 10(4) to 1 x 10(5) M-1.
• 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.