1-(溴甲基)-4-[4-[4-(溴甲基)苯氧基]丁氧基]苯 | 111284-99-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 1-(溴甲基)-4-[4-[4-(溴甲基)苯氧基]丁氧基]苯
• 英文名称: 1,1'-<1,4-Butanediylbis(oxy)>bis<4-(bromomethyl)benzene>
• 英文别名: 1,4-bis-(4-bromomethyl-phenoxy)-butane；1,4-Bis-(4-brommethyl-phenoxy)-butan；1,1'-[Butane-1,4-diylbis(oxy)]bis[4-(bromomethyl)benzene]；1-(bromomethyl)-4-[4-[4-(bromomethyl)phenoxy]butoxy]benzene
• CAS: 111284-99-2
• 化学式: C₁₈H₂₀Br₂O₂
• 分子量: 428.164
• InChiKey: QHWJBJKRNUGZQP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.4
• 重原子数：
  22
• 可旋转键数：
  9
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 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-(溴甲基)-4-[4-[4-(溴甲基)苯氧基]丁氧基]苯 在 palladium diacetate 、 甲酸:三乙胺 1:1 、 potassium carbonate 、 三苯基膦 作用下， 以 乙醇 、 乙腈 为溶剂， 反应 9.0h， 生成 3,3'-<1,4-Butanediylbis(oxy-4,1-phenylenemethyleneoxy)>bis<2-hydroxybenzaldehyde>
  参考文献：
  名称：

  Molecular recognition of neutral molecules by metalloclefts: synthesis, x-ray structure, proton NMR spectroscopy, electrochemistry, and molecular modeling

  摘要：

  Metalloclefts 2 and 10a-b and metallomacrocycles 7a-c possessing a Lewis acidic uranyl cation were synthesized from the corresponding aldehydes. The complexation of these compounds with neutral molecules was assessed by H-1 NMR spectroscopy, X-ray structure determination, polarography, and molecular modelling. H-1 NMR titration experiments and the crystal structure of 10b.4-tert-butylpyridine indicate that the neutral guests coordinate with their Lewis basic site at the uranyl, and that pi-pi stacking of the aromatic rings of host and guest stabilizes the complexes. Free energies of complexation, for a series of hosts and guests, obtained from polarographic titration data, vary from 1.5 to greater-than-or-equal-to 6.3 kcal mol-1. Compared to the reference salophene-uranyl 11 the stabilities of the complexes are enhanced up to 1.7 kcal mol-1 for 2 and up to 1.6 kcal mol-1 for 10a-b; for the more rigid metallomacrocyles 7 increases up to 2.2 kcal mol-1 were found. The calculated and experimentally determined relative energies of complexation of 4-methylpyridine vs pyridine with 2, 10a-b, and 11 correspond quantitatively.

  DOI：

  10.1021/jo00007a023
• 作为产物：
  描述：

  对羟基苯甲醇 在 氢溴酸 、 potassium carbonate 作用下， 以 二氯甲烷 、 乙腈 为溶剂， 反应 9.0h， 生成 1-(溴甲基)-4-[4-[4-(溴甲基)苯氧基]丁氧基]苯
  参考文献：
  名称：

  Molecular recognition of neutral molecules by metalloclefts: synthesis, x-ray structure, proton NMR spectroscopy, electrochemistry, and molecular modeling

  摘要：

  Metalloclefts 2 and 10a-b and metallomacrocycles 7a-c possessing a Lewis acidic uranyl cation were synthesized from the corresponding aldehydes. The complexation of these compounds with neutral molecules was assessed by H-1 NMR spectroscopy, X-ray structure determination, polarography, and molecular modelling. H-1 NMR titration experiments and the crystal structure of 10b.4-tert-butylpyridine indicate that the neutral guests coordinate with their Lewis basic site at the uranyl, and that pi-pi stacking of the aromatic rings of host and guest stabilizes the complexes. Free energies of complexation, for a series of hosts and guests, obtained from polarographic titration data, vary from 1.5 to greater-than-or-equal-to 6.3 kcal mol-1. Compared to the reference salophene-uranyl 11 the stabilities of the complexes are enhanced up to 1.7 kcal mol-1 for 2 and up to 1.6 kcal mol-1 for 10a-b; for the more rigid metallomacrocyles 7 increases up to 2.2 kcal mol-1 were found. The calculated and experimentally determined relative energies of complexation of 4-methylpyridine vs pyridine with 2, 10a-b, and 11 correspond quantitatively.

  DOI：

  10.1021/jo00007a023

文献信息

• 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。
• Kyi, Huaxue Xuebao/Acta Chimica Sinica, 1959, vol. 25, p. 100,102
  作者：Kyi

  DOI：——

  日期：——
• Ionene elastomers
  申请人：MINNESOTA MINING AND MANUFACTURING COMPANY

  公开号：EP0228803B1

  公开（公告）日：1992-09-16
• US4677182A
  申请人：——

  公开号：US4677182A

  公开（公告）日：1987-06-30
• US4734458A
  申请人：——

  公开号：US4734458A

  公开（公告）日：1988-03-29