1,1'-[hexane-1,6-diylbis(oxy)]bis[4-(bromomethyl)benzene] | 477761-65-2

• 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: 1,1'-[hexane-1,6-diylbis(oxy)]bis[4-(bromomethyl)benzene]
• 英文别名: 1-(Bromomethyl)-4-[6-[4-(bromomethyl)phenoxy]hexoxy]benzene；1-(bromomethyl)-4-[6-[4-(bromomethyl)phenoxy]hexoxy]benzene
• CAS: 477761-65-2
• 化学式: C₂₀H₂₄Br₂O₂
• 分子量: 456.217
• InChiKey: WSKVKORAIBVJBQ-UHFFFAOYSA-N

物化性质

• 熔点：
  116-119 °C(Solv: chloroform (67-66-3))
• 沸点：
  530.1±45.0 °C(Predicted)
• 密度：
  1.410±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.1
• 重原子数：
  24
• 可旋转键数：
  11
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1,4,7-三叔丁氧羰基-1,4,7,10-四氮杂环十二烷 、 1,1'-[hexane-1,6-diylbis(oxy)]bis[4-(bromomethyl)benzene] 在 potassium carbonate 作用下， 以 乙腈 为溶剂， 反应 24.0h， 以52%的产率得到
  参考文献：
  名称：

  Synthesis and characterization of binuclear Zn(II)–cyclen complexes bridged by α,ω-bis(4-methylphenoxy) alkanes

  摘要：

  通过 1,4,7-三(叔丁氧羰基)-1,4,7,10-四氮杂环十二烷和α,ω-双(4-溴甲基苯氧基)烷烃的亲核取代反应，合成了一系列新型α,ω-双(4-甲基苯氧基)烷烃官能化环烯配体。通过这些配体与 Zn(ClO4)2-6H2O 反应，得到了相应的二聚 Zn(II)- 环烯配合物。配体和配合物通过傅立叶变换红外光谱、1H 核磁共振和元素分析进行了表征。

  DOI：

  10.1007/s11164-012-0528-7
• 作为产物：
  描述：

  4-[1-[4-hydroxymethylphenoxy]hex-6-yloxy]-benzyl alcohol 在 氢溴酸 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 生成 1,1'-[hexane-1,6-diylbis(oxy)]bis[4-(bromomethyl)benzene]
  参考文献：
  名称：

  Analysis and Improvement of an Anion-Templated Rotaxane Synthesis

  摘要：

  A series of new rotaxanes with axles different in length was prepared. Following the synthetic protocol utilizing a known anion template effect (Scheme 1), surprisingly low yields in the order of 2 - 5% were obtained (Scheme 3), which furthermore significantly depended on the nature of the stopper (Fig. 1). Variations in the synthetic procedures and computational results from Monte Carlo simulations allowed us to analyze the origin of these findings: The rotaxane wheel 3 acts as a noncovalently bound 'protecting group' for the stopper nucleophile. The protection of the nucleophilic phenolate O-atom depends much on the steric demands of the stoppers (see 2 vs. 10) which induce different conformations of the wheel. Based on this model. an improved synthetic scheme is suggested.

  DOI：

  10.1002/1522-2675(200206)85:6<1578::aid-hlca1578>3.0.co;2-l

文献信息

• Analysis and Improvement of an Anion-Templated Rotaxane Synthesis
  作者：Christoph A. Schalley、Gabriele Silva、Carl Friedrich Nising、Petra Linnartz

  DOI：10.1002/1522-2675(200206)85:6<1578::aid-hlca1578>3.0.co;2-l

  日期：2002.6

  A series of new rotaxanes with axles different in length was prepared. Following the synthetic protocol utilizing a known anion template effect (Scheme 1), surprisingly low yields in the order of 2 - 5% were obtained (Scheme 3), which furthermore significantly depended on the nature of the stopper (Fig. 1). Variations in the synthetic procedures and computational results from Monte Carlo simulations allowed us to analyze the origin of these findings: The rotaxane wheel 3 acts as a noncovalently bound 'protecting group' for the stopper nucleophile. The protection of the nucleophilic phenolate O-atom depends much on the steric demands of the stoppers (see 2 vs. 10) which induce different conformations of the wheel. Based on this model. an improved synthetic scheme is suggested.
• Synthesis and characterization of binuclear Zn(II)–cyclen complexes bridged by α,ω-bis(4-methylphenoxy) alkanes
  作者：Fuxian Wan、Changcheng Li、Lin Jiang、Ying Li

  DOI：10.1007/s11164-012-0528-7

  日期：2012.10

  A series of novel α,ω-bis(4-methylphenoxy) alkane functionalized cyclen ligands were synthesized by the nucleophilic substitution reaction of 1,4,7-tris(tert-butyloxycarbonyl)-1,4,7,10-tetraazacyclododecane and α,ω-bis(4-bromomethylphenoxy) alkanes. The corresponding dimeric Zn(II)–cyclen complexes were obtained by reaction of these ligands with Zn(ClO4)2·6H2O. Ligands and complexes were characterized by FT-IR, 1H NMR, and elemental analysis.

  通过 1,4,7-三(叔丁氧羰基)-1,4,7,10-四氮杂环十二烷和α,ω-双(4-溴甲基苯氧基)烷烃的亲核取代反应，合成了一系列新型α,ω-双(4-甲基苯氧基)烷烃官能化环烯配体。通过这些配体与 Zn(ClO4)2-6H2O 反应，得到了相应的二聚 Zn(II)- 环烯配合物。配体和配合物通过傅立叶变换红外光谱、1H 核磁共振和元素分析进行了表征。