ethyl 4-((9-methyl-9H-fluoren-9-yl)methyl)benzoate | 946065-51-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 芴
• 英文名称: ethyl 4-((9-methyl-9H-fluoren-9-yl)methyl)benzoate
• CAS: 946065-51-6
• 化学式: C₂₄H₂₂O₂
• 分子量: 342.437
• InChiKey: RJTLPNHJBMSTOP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.39
• 重原子数：
  26.0
• 可旋转键数：
  4.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  26.3
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  ethyl 4-((9-methyl-9H-fluoren-9-yl)methyl)benzoate 在 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 为溶剂， 反应 2.0h， 生成 (4-((9-methyl-9H-fluoren-9-yl)methyl)phenyl)methanol
  参考文献：
  名称：

  Convergent Synthesis of Alternating Fluorene-p-xylene Oligomers and Delineation of the (Silver) Cation-Induced Folding

  摘要：

  Convergent synthetic routes for the preparation of hitherto unknown fluorene-p-xylene oligomers (containing up to 10 fluorene moieties) from readily available starting materials are described. The conformationally adaptable monomeric receptor (which is made of a pair of fluorene and one p-xylene ring, i.e., Z1 undergoes a simple C-C bond rotation in the presence of silver cations to produce a pi-prismand-like receptor which binds a single silver cation with remarkable efficiency (i.e., K approximate to 15 000 M-1). The data on H-1 NMR spectroscopic titrations with Ag+ together with the density functional theory and AM1 calculations allows us to establish that various oligomers of Z1(i. e... Z2-Z9) also undergo ready folding into the structures that contain multiple pi-prismand-like receptor sites in the presence of silver cations. The multiple cavities in Z3-Z9 accommodate a single silver cation per cavity with efficiency similar to that of Z1.

  DOI：

  10.1021/ja0687522
• 作为产物：
  描述：

  芴 在 正丁基锂 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 1.59h， 生成 ethyl 4-((9-methyl-9H-fluoren-9-yl)methyl)benzoate
  参考文献：
  名称：

  Convergent Synthesis of Alternating Fluorene-p-xylene Oligomers and Delineation of the (Silver) Cation-Induced Folding

  摘要：

  Convergent synthetic routes for the preparation of hitherto unknown fluorene-p-xylene oligomers (containing up to 10 fluorene moieties) from readily available starting materials are described. The conformationally adaptable monomeric receptor (which is made of a pair of fluorene and one p-xylene ring, i.e., Z1 undergoes a simple C-C bond rotation in the presence of silver cations to produce a pi-prismand-like receptor which binds a single silver cation with remarkable efficiency (i.e., K approximate to 15 000 M-1). The data on H-1 NMR spectroscopic titrations with Ag+ together with the density functional theory and AM1 calculations allows us to establish that various oligomers of Z1(i. e... Z2-Z9) also undergo ready folding into the structures that contain multiple pi-prismand-like receptor sites in the presence of silver cations. The multiple cavities in Z3-Z9 accommodate a single silver cation per cavity with efficiency similar to that of Z1.

  DOI：

  10.1021/ja0687522