[(2,2''-diethoxy-2'-methoxy-5,5',5''-trimethyl[1,1':3',1'']terphenyl-3,3''-diyl)bis(methyleneoxy)]bis(2-(2-propenyloxy)benzaldehyde) | 207226-17-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: [(2,2''-diethoxy-2'-methoxy-5,5',5''-trimethyl[1,1':3',1'']terphenyl-3,3''-diyl)bis(methyleneoxy)]bis(2-(2-propenyloxy)benzaldehyde)
• 英文别名: 3-[[2-ethoxy-3-[3-[2-ethoxy-3-[(3-formyl-2-prop-2-enoxyphenoxy)methyl]-5-methylphenyl]-2-methoxy-5-methylphenyl]-5-methylphenyl]methoxy]-2-prop-2-enoxybenzaldehyde
• CAS: 207226-17-3
• 化学式: C₄₈H₅₀O₉
• 分子量: 770.92
• InChiKey: UPHQAAAKURWKIQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  10.66
• 重原子数：
  57.0
• 可旋转键数：
  21.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  98.75
• 氢给体数：
  0.0
• 氢受体数：
  9.0

反应信息

• 作为反应物：
  描述：

  [(2,2''-diethoxy-2'-methoxy-5,5',5''-trimethyl[1,1':3',1'']terphenyl-3,3''-diyl)bis(methyleneoxy)]bis(2-(2-propenyloxy)benzaldehyde) 在 四(三苯基膦)钯 、 甲酸:三乙胺 1:1 作用下， 以 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 1.0h， 以63%的产率得到[(2,2''-diethoxy-2'-methoxy-5,5',5''-trimethyl[1,1':3',1'']terphenyl-3,3''-diyl)bis(methyleneoxy)]dihydroxybenzaldehyde
  参考文献：
  名称：

  Preorganized Metallomacrocycles:  Improved Binding and Selectivity of NH₃ over Primary Amines

  摘要：

  Three new metallohosts (2-4) mere synthesized by the uranyl-templated macrocyclization of the appropriate dialdehydes 13a-c and 1,2-phenylenediamine in methanol. Cyclization of the dialdehyde 13b led to two isomers (3a, major, and 3b, minor), which only differed in the orientation of the isopropyl substituents on the outer phenolic rings of the terphenyl moiety. The binding constants in CDCl3 of ammonia and benzylamine were determined by H-1 NMR spectroscopy. The binding of ammonia by these hosts follow 1 approximate to 2 approximate to 4 < 3b < 3a. The binding of benzylamine follows 1 approximate to 2 approximate to 4 approximate to 3b << 3a. Monte Carlo, free-energy perturbation calculations reproduced the binding of ammonia and n-propylamine quite well. The much larger binding of benzylamine by host 3a was rationalized by a much deeper positioning of the guest in the cavity of the host compared to 3b.

  DOI：

  10.1021/jo971943q
• 作为产物：
  描述：

  2,2''-Dihydroxy-2'-methoxy-5,5',5''-trimethyl-[1,1';3',1'']terphenyl-3,3''-dicarbaldehyde 在 sodium tetrahydroborate 、 三溴化磷 、 potassium carbonate 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 、 甲苯 、 乙腈 为溶剂， 反应 10.5h， 生成 [(2,2''-diethoxy-2'-methoxy-5,5',5''-trimethyl[1,1':3',1'']terphenyl-3,3''-diyl)bis(methyleneoxy)]bis(2-(2-propenyloxy)benzaldehyde)
  参考文献：
  名称：

  Preorganized Metallomacrocycles:  Improved Binding and Selectivity of NH₃ over Primary Amines

  摘要：

  Three new metallohosts (2-4) mere synthesized by the uranyl-templated macrocyclization of the appropriate dialdehydes 13a-c and 1,2-phenylenediamine in methanol. Cyclization of the dialdehyde 13b led to two isomers (3a, major, and 3b, minor), which only differed in the orientation of the isopropyl substituents on the outer phenolic rings of the terphenyl moiety. The binding constants in CDCl3 of ammonia and benzylamine were determined by H-1 NMR spectroscopy. The binding of ammonia by these hosts follow 1 approximate to 2 approximate to 4 < 3b < 3a. The binding of benzylamine follows 1 approximate to 2 approximate to 4 approximate to 3b << 3a. Monte Carlo, free-energy perturbation calculations reproduced the binding of ammonia and n-propylamine quite well. The much larger binding of benzylamine by host 3a was rationalized by a much deeper positioning of the guest in the cavity of the host compared to 3b.

  DOI：

  10.1021/jo971943q