2,6-bis(4-hydroxymethylphenoxy)lutidine | 162971-20-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 2,6-bis(4-hydroxymethylphenoxy)lutidine
• 英文别名: 2,6-Di(p-hydroxymethylphenoxymethyl)pyridine；[4-[[6-[[4-(Hydroxymethyl)phenoxy]methyl]pyridin-2-yl]methoxy]phenyl]methanol
• CAS: 162971-20-2
• 化学式: C₂₁H₂₁NO₄
• 分子量: 351.402
• InChiKey: HQXOGEGTXAVVSN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 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：
  71.8
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2,6-bis(4-hydroxymethylphenoxy)lutidine 在 三溴化磷 作用下， 以 二氯甲烷 为溶剂， 反应 12.0h， 以95%的产率得到2,6-Di(p-bromomethylphenoxymethyl)pyridine
  参考文献：
  名称：

  基于间三联苯基和吡啶基嵌段的手性环烷烃的合成

  摘要：

  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。

  DOI：

  10.1016/s0040-4020(01)00966-8
• 作为产物：
  描述：

  2,6-Di(p-methoxycarbonylphenoxymethyl)pyridine 在 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 为溶剂， 反应 6.0h， 以73%的产率得到2,6-bis(4-hydroxymethylphenoxy)lutidine
  参考文献：
  名称：

  Meta-terphenyls as building blocks for pyridinophanes

  摘要：

  Pyridinophanes 6 and 7 were prepared in good yield from bis(thiomethyl)-m-terphenyls 2 and 12 and bis (chloromethyl) pyridine derivative 11.

  DOI：

  10.1016/0040-4020(94)01109-d

文献信息

• 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。
• Meta-terphenyls as building blocks for pyridinophanes
  作者：T.K. Vinod、Perumal Rajakumar、Harold Hart

  DOI：10.1016/0040-4020(94)01109-d

  日期：1995.2

  Pyridinophanes 6 and 7 were prepared in good yield from bis(thiomethyl)-m-terphenyls 2 and 12 and bis (chloromethyl) pyridine derivative 11.
• Synthesis of intra-annularly functionalized cationic pyridinophanes
  作者：Perumal Rajakumar、Manickam Dhanasekaran

  DOI：10.1016/s0040-4020(01)01226-1

  日期：2002.2

  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.
• Self-Complementary [2]Catenanes and Their Related [3]Catenanes
  作者：Beatriz Cabezon、Jianguo Cao、Françisco M. Raymo、J. Fraser Stoddart、Andrew J. P. White、David J. Williams

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

  日期：2000.6.16

  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.