2,6-Di(p-bromomethylphenoxymethyl)pyridine | 261355-65-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2,6-Di(p-bromomethylphenoxymethyl)pyridine
• 英文别名: 2,6-Bis[[4-(bromomethyl)phenoxy]methyl]pyridine
• CAS: 261355-65-1
• 化学式: C₂₁H₁₉Br₂NO₂
• 分子量: 477.195
• InChiKey: WJNKXDAFOKYYLH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  26
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  31.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2,6-Di(p-bromomethylphenoxymethyl)pyridine 在 sodium hydroxide 作用下， 以 乙腈 为溶剂， 反应 168.0h， 生成
  参考文献：
  名称：

  Synthesis of intra-annularly functionalized cationic pyridinophanes

  摘要：

  The precyclophane 1 derived from 2,6-bis(bromomethyl)pyridine and 2.1 equiv. of benzimidazole afforded pyridinobenz-imidazolophanes 6-8 on further reaction with I equiv. of 2,6-bis(bromomethyl)pyridine, 3,5 -bis(bromomethyl) ani sole and 1,3-bis(bromomethyl)-4-nitrophenol, respectively. A similar synthetic strategy was used for the synthesis of pyridinobenzotriazolophanes 9-11. Potential receptors 16 and 17 were also synthesized. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(01)01226-1
• 作为产物：
  描述：

  2,6-吡啶二甲醇 在 sodium hydroxide 、 lithium aluminium tetrahydride 、 溴 、 potassium carbonate 、 三苯基膦 作用下， 以 四氢呋喃 、 乙腈 为溶剂， 反应 84.0h， 生成 2,6-Di(p-bromomethylphenoxymethyl)pyridine
  参考文献：
  名称：

  Self-Complementary [2]Catenanes and Their Related [3]Catenanes

  摘要：

  Three [3]catenanes with cavities large enough to accommodate aromatic guests have been designed and synthesized (yields = 5-20 %) by means of kinetically controlled self-assembly processes The X-ray structural analysis of one of three [3]catenanes confirmed the presence of a rectangular cavity (dimensions = 7 x 11 Angstrom) lined by pi-electron-rich recognition sites and hydrogen-bond acceptor groups. Ln spite of their apparently ideal recognition features, none of these [3]catenanes bind guests incorporating a pi-electron-deficient bipyridinium unit. However, the template-directed syntheses of the [3]catenanes also produce, in yields of 2-23%, [2]catenanes incorporating a 1,5-dioxynaphtho[38]crown-10 interlocked with a bipyridinium-based tetracationic cyclophane. The X-ray structural analyses of two of these [2]catenanes revealed that a combination of [pi ... pi] and [C-H ... pi] interactions is responsible for the formation of supramolecular homodimers in the solid state. H-1 NMR spectroscopic investigations of the four [2]catenanes demonstrated that supramolecular homodimers are also formed (K-a-17-31 M-1, T = 185 K) in (CD3)(2)CO solutions. Dynamic H-1 NMR spectroscopy revealed that the 1,5-dioxynaphtho[38]crown-10 and tetracationic cyclophane components in the four [2]catenanes and in the three [3]catenanes circumrotate: (Delta G(c)* = 9-14 kcal mol(-1)) through each other's cavity in (CD3)(2)CO. Similarly, the 1,5-dioxynaphthalene and the bipyridinium ring systems rotate (Delta G(c)* = 10-14 kcal mol(-1)) about their [O ... O] and [N ... N] axes, respectively, in solution.

  DOI：

  10.1002/1521-3765(20000616)6:12<2262::aid-chem2262>3.0.co;2-g

文献信息

• CuAAC “click” active-template synthesis of functionalised [2]rotaxanes using small exo-substituted macrocycles: how small is too small?
  作者：Asif Noor、Warrick K. C. Lo、Stephen C. Moratti、James D. Crowley

  DOI：10.1039/c4cc03077j

  日期：——

  A small readily synthesised 24-memberedexo-alcohol functionalised pyridyl macrocycle can be exploited in the CuAAC active-template synthesis of functionalised [2]rotaxanes.

  一个小型易合成的24-成员exo-醇功能化吡啶宏环可以在CuAAC活性模板合成中被利用，用于功能化[2]轮烷的合成。
• Synthesis of chiral cyclophanes based on meta-terphenyl and pyridyl blocks
  作者：Perumal Rajakumar、Muthialu Srisailas

  DOI：10.1016/s0040-4020(01)00966-8

  日期：2001.11

  Coupling of m-terphenyl dibromide with binol afforded the corresponding optically active cyclophane. Chiral cyclophanes were also obtained by the coupling of p-nitrophenol or 4,4″-bis(bromomethyl)-1,3-dibenzylbenzene with binol.

  的耦合米与BINOL三联苯二溴化物，得到相应的光学活性环芳。还可以通过将对硝基苯酚或4,4″-双（溴甲基）-1，3-二苄基苯与对苯二酚偶联而获得手性环烷。
• A Self-Complexing [2]Catenane
  作者：Beatriz Cabezon、Jianguo Cao、Françisco M. Raymo、J. Fraser Stoddart、Andrew J. P. White、David J. Williams

  DOI：10.1002/(sici)1521-3773(20000103)39:1<148::aid-anie148>3.0.co;2-7

  日期：2000.1.3

  A supramolecular homodimer is formed in solution and in the solid state by a self-complementary [2]catenane incorporating a 1,5-dioxynaphthalene-based macrocyclic polyether interlocked with a bipyridinium-based tetracationic cyclophane (shown schematically). This unique example of self-recognition is the result of a combination of cooperative pi small middle dot small middle dot small middle dotpi and C-H small middle dot small middle dot small middle dotpi interactions.