(5S,13S)-19-[2-(2,5-diethynylphenyl)ethynyl]-5,13-diphenyl-3,6,9,12,15-pentaoxabicyclo[15.3.1]henicosa-1(20),17(21),18-trien-21-ol | 1381766-29-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: (5S,13S)-19-[2-(2,5-diethynylphenyl)ethynyl]-5,13-diphenyl-3,6,9,12,15-pentaoxabicyclo[15.3.1]henicosa-1(20),17(21),18-trien-21-ol
• CAS: 1381766-29-5
• 化学式: C₄₀H₃₆O₆
• 分子量: 612.722
• InChiKey: LTHAQWWSIGQXEY-LJEWAXOPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.8
• 重原子数：
  46
• 可旋转键数：
  6
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  66.4
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  1,4-Didecoxy-2-iodobenzene 、 (5S,13S)-19-[2-(2,5-diethynylphenyl)ethynyl]-5,13-diphenyl-3,6,9,12,15-pentaoxabicyclo[15.3.1]henicosa-1(20),17(21),18-trien-21-ol 在 copper(l) iodide 、 四(三苯基膦)钯 、 三乙胺 作用下， 反应 2.5h， 以74%的产率得到(5S,13S)-19-[2-[2,5-bis[2-(2,5-didecoxyphenyl)ethynyl]phenyl]ethynyl]-5,13-diphenyl-3,6,9,12,15-pentaoxabicyclo[15.3.1]henicosa-1(20),17(21),18-trien-21-ol
  参考文献：
  名称：

  Amplification of enantioselectivity and sensitivity based on non-linear response of molecular wire bearing pseudo-18-crown-6 to chiral amines

  摘要：

  利用手性鉴别的非线性反应，设计并构建了一种具有手性伪 18-18-18-Crown-6 的聚苯乙炔智能系统。灵敏度和选择性都比质量作用定律所限制的灵敏度和选择性有所提高。

  DOI：

  10.1039/c2cc30417a
• 作为产物：
  描述：

  2-溴-4-碘苯胺 在 盐酸 、 bis-triphenylphosphine-palladium(II) chloride 、 copper(l) iodide 、 二(氰基苯)二氯化钯 、 三叔丁基膦 、 四丁基氟化铵 、 碘 、 三乙胺 、 sodium nitrite 、 碘甲烷 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 20.75h， 生成 (5S,13S)-19-[2-(2,5-diethynylphenyl)ethynyl]-5,13-diphenyl-3,6,9,12,15-pentaoxabicyclo[15.3.1]henicosa-1(20),17(21),18-trien-21-ol
  参考文献：
  名称：

  Amplification of enantioselectivity and sensitivity based on non-linear response of molecular wire bearing pseudo-18-crown-6 to chiral amines

  摘要：

  利用手性鉴别的非线性反应，设计并构建了一种具有手性伪 18-18-18-Crown-6 的聚苯乙炔智能系统。灵敏度和选择性都比质量作用定律所限制的灵敏度和选择性有所提高。

  DOI：

  10.1039/c2cc30417a

文献信息

• Molecular-wire type fluorescent chiral sensor
  申请人：Tobe Yoshito

  公开号：US20070179272A1

  公开（公告）日：2007-08-02

  A fluorescent molecular wire is provided, having a fluorescent polymer main chain to which an optically active substituent is linked so as to be conjugatable form, the optically active substituent being represented by formula (I) below: where R 1 represents a hydrogen atom or an alkyl group having 1 to 10 carbon atoms; R 2 , R 3 , R 4 , R 5 , R 6 , R 7 , R 8 , and R 9 represent independently a hydrogen atom, a linear alkyl group having 1 to 30 carbon atoms that may have a substituent, a branched alkyl group having 2 to 30 carbon atoms that may have a substituent, a cyclic alkyl group having 3 to 30 carbon atoms that may have a substituent, an aryl group having 6 to 30 carbon atoms that may have a substituent, or an aralkyl group having 7 to 30 carbon atoms that may have a substituent, and R 3 and R 7 may be bonded respectively to R 4 and R 8 to form an alkylene group having 2 to 60 carbon atoms that may have a substituent; and R 10 and R 11 represent independently a hydrogen atom or an alkyl group having 1 to 15 carbon atoms that may have a heteroatom, and R 10 and R 11 may be bonded to form an alkylene group having 2 to 30 carbon atoms that may have a heteroatom.
• US7781223B2
  申请人：——

  公开号：US7781223B2

  公开（公告）日：2010-08-24
• Amplification of enantioselectivity and sensitivity based on non-linear response of molecular wire bearing pseudo-18-crown-6 to chiral amines
  作者：Keiji Hirose、Shintaro Miura、Yui Senda、Yoshito Tobe

  DOI：10.1039/c2cc30417a

  日期：——

  Exploiting a non-linear response for chiral discrimination, an intelligent system capable of chirality amplification was designed and constructed as poly(phenyleneethynylene) having chiral pseudo-18-crown-6. Both sensitivity and selectivity were amplified from those limited by the law of mass action.

  利用手性鉴别的非线性反应，设计并构建了一种具有手性伪 18-18-18-Crown-6 的聚苯乙炔智能系统。灵敏度和选择性都比质量作用定律所限制的灵敏度和选择性有所提高。