1,1'-(((2-methylenepropane-1,3-diyl)bis(oxy))bis(5-chloroquinoline-8,7-diyl))bis(3-hexylurea)

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 1,1'-(((2-methylenepropane-1,3-diyl)bis(oxy))bis(5-chloroquinoline-8,7-diyl))bis(3-hexylurea)
• 英文别名: bis-ureidoquinoline；1-[5-Chloro-8-[2-[[5-chloro-7-(hexylcarbamoylamino)quinolin-8-yl]oxymethyl]prop-2-enoxy]quinolin-7-yl]-3-hexylurea；1-[5-chloro-8-[2-[[5-chloro-7-(hexylcarbamoylamino)quinolin-8-yl]oxymethyl]prop-2-enoxy]quinolin-7-yl]-3-hexylurea
• 化学式: C₃₆H₄₄Cl₂N₆O₄
• 分子量: 695.689
• InChiKey: CGHLATWNHFGNPR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.7
• 重原子数：
  48
• 可旋转键数：
  18
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.39
• 拓扑面积：
  127
• 氢给体数：
  4
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  异氰酸己酯 在 甲醇 、 potassium carbonate 、 caesium carbonate 作用下， 以 氯仿 、 N,N-二甲基甲酰胺 为溶剂， 反应 14.0h， 生成 1,1'-(((2-methylenepropane-1,3-diyl)bis(oxy))bis(5-chloroquinoline-8,7-diyl))bis(3-hexylurea)
  参考文献：
  名称：

  Anion-binding properties of ureidoquinoline and its turn-on fluorescence in the presence of fluoride anions

  摘要：

  The anion-binding properties of ureidoquinoline, a derivative of 8-hydroxyquinoline, were investigated. In the presence of anions, ureidoquinoline exhibits turn-on fluorescence rather than its fluorescence being quenched or shifted. These properties are rare for phenol-based sensors. In particular, ureidoquinoline binds to H2PO4- and BzO(-), while F- binds to ureidoquinoline via its hydrogen bonds when less than 2 equiv of F- are present. With more than 2 equiv of F-, the phenolic OH group of ureidoquinoline is deprotonated. Under such conditions, ureidoquinoline emits intense fluorescence. Under the condition, ureidoquinoline can be used for the detection of fluoride anions under illumination from a laboratory hand-held UV lamp or using a spectrofluorometer. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2015.05.038

文献信息

• Bis-ureidoquinoline as a Selective Fluoride Anion Sensor through Hydrogen-Bond Interactions
  作者：Yunhee Jo、Nagesh Chidalla、Dong-Gyu Cho

  DOI：10.1021/jo501767g

  日期：2014.10.3

  Bis-ureidoquinoline shows a characteristic UV-vis absorbance and turn-on fluorescence changes in the presence of the fluoride anion. Such selective changes probably originate from the hydrogen-bond interactions, as shown by the H-1 NMR titration and DFT calculations. Bis-ureidoquinoline can be used as a fluoride-selective sensor for the detection of fluoride anions under illumination from a laboratory hand-held UV lamp.
• Anion-binding properties of ureidoquinoline and its turn-on fluorescence in the presence of fluoride anions
  作者：Sathish Kurapati、Yunhee Jo、Jung-Ho Hong、Tae-Hyun Kim、Dong-Gyu Cho

  DOI：10.1016/j.tetlet.2015.05.038

  日期：2015.7

  The anion-binding properties of ureidoquinoline, a derivative of 8-hydroxyquinoline, were investigated. In the presence of anions, ureidoquinoline exhibits turn-on fluorescence rather than its fluorescence being quenched or shifted. These properties are rare for phenol-based sensors. In particular, ureidoquinoline binds to H2PO4- and BzO(-), while F- binds to ureidoquinoline via its hydrogen bonds when less than 2 equiv of F- are present. With more than 2 equiv of F-, the phenolic OH group of ureidoquinoline is deprotonated. Under such conditions, ureidoquinoline emits intense fluorescence. Under the condition, ureidoquinoline can be used for the detection of fluoride anions under illumination from a laboratory hand-held UV lamp or using a spectrofluorometer. (C) 2015 Elsevier Ltd. All rights reserved.