1-(Pyren-1-ylmethyl)-4-[[5,11,17,23-tetratert-butyl-26,28-bis(phenylmethoxy)-27-[[1-(pyren-1-ylmethyl)triazol-4-yl]methoxy]-2,8,14,20-tetrathiapentacyclo[19.3.1.13,7.19,13.115,19]octacosa-1(24),3,5,7(28),9,11,13(27),15(26),16,18,21(25),22-dodecaen-25-yl]oxymethyl]triazole | 1309130-56-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 芘
• 英文名称: 1-(Pyren-1-ylmethyl)-4-[[5,11,17,23-tetratert-butyl-26,28-bis(phenylmethoxy)-27-[[1-(pyren-1-ylmethyl)triazol-4-yl]methoxy]-2,8,14,20-tetrathiapentacyclo[19.3.1.13,7.19,13.115,19]octacosa-1(24),3,5,7(28),9,11,13(27),15(26),16,18,21(25),22-dodecaen-25-yl]oxymethyl]triazole
• 英文别名: 1-(pyren-1-ylmethyl)-4-[[5,11,17,23-tetratert-butyl-26,28-bis(phenylmethoxy)-27-[[1-(pyren-1-ylmethyl)triazol-4-yl]methoxy]-2,8,14,20-tetrathiapentacyclo[19.3.1.13,7.19,13.115,19]octacosa-1(24),3,5,7(28),9,11,13(27),15(26),16,18,21(25),22-dodecaen-25-yl]oxymethyl]triazole
• CAS: 1309130-56-0
• 化学式: C₉₄H₈₆N₆O₄S₄
• 分子量: 1492.02
• InChiKey: WZQTVQMOCWBMPS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  25.8
• 重原子数：
  108
• 可旋转键数：
  20
• 环数：
  17.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  200
• 氢给体数：
  0
• 氢受体数：
  12

反应信息

• 作为产物：
  描述：

  5,11,17,23-tetra-tert-butyl-25,27-dibenzyloxy-26,28-[bis(propargyloxy)]-2,8,14,2'-tetrathiacalix[4]arene 、 1-(叠氮基甲基)芘 在 copper(l) iodide 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 24.0h， 以51%的产率得到1-(Pyren-1-ylmethyl)-4-[[5,11,17,23-tetratert-butyl-26,28-bis(phenylmethoxy)-27-[[1-(pyren-1-ylmethyl)triazol-4-yl]methoxy]-2,8,14,20-tetrathiapentacyclo[19.3.1.13,7.19,13.115,19]octacosa-1(24),3,5,7(28),9,11,13(27),15(26),16,18,21(25),22-dodecaen-25-yl]oxymethyl]triazole
  参考文献：
  名称：

  Synthesis and evaluation of a novel pyrenyl-appended triazole-based thiacalix[4]arene as a fluorescent sensor for Ag+ ion

  摘要：

  New fluorescent chemosensors 1,3-alternate-1 and 2 with pyrenyl-appended triazole-based on thiacalix[4]arene were synthesized. The fluorescence spectra changes suggested that chemosensors 1 and 2 are highly selective for Ag+ over other metal ions by enhancing the monomer emission of pyrene in neutral solution. However, other heavy metal ions, such as Cu2+, and Hg2+ quench both the monomer and excimer emission of pyrene acutely. The H-1 NMR results indicated that Ag+ can be selectively recognized by the triazole moieties on the receptors 1 and 2 together with the ionophoricity cavity formed by the two inverted benzene rings and sulfur atoms of the thiacalix[4]arene. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2011.03.008

文献信息

• Synthesis, crystal structure and complexation behaviour of a thiacalix[4]arene bearing 1,2,3-triazole groups
  作者：Xin-Long Ni、Xi Zeng、David L. Hughes、Carl Redshaw、Takehiko Yamato

  DOI：10.1080/10610278.2011.601603

  日期：2011.10.1

  The structure and complexation behaviour of 1,3-alternate-1,2,3-triazole based on thiacalix[4]arene, 1,3-alternate-1 and 2 have been determined by means of X-ray analysis, fluorescence and (1)H NMR spectroscopy. The X-ray results suggested that the nitrogen atom N3 on triazole ring can act as hydrogen bond acceptors in the self-assembly of a supramolecular structure. The fluorescence spectra changes indicated that the thiacalix[4]arene bearing 1,2,3-triazole groups were highly selective for Ag(+) in comparison with other tested metal ions by enhancement of the monomer emission of pyrene. The (1)H NMR results suggested that Ag(+) can be strongly bonded by the triazole groups with the cooperation of the ionophoric cavity formed by the two inverted benzene rings and the sulfur atoms of the thiacalix[4]arene.
• Synthesis and evaluation of a novel pyrenyl-appended triazole-based thiacalix[4]arene as a fluorescent sensor for Ag+ ion
  作者：Xin-Long Ni、Xi Zeng、Carl Redshaw、Takehiko Yamato

  DOI：10.1016/j.tet.2011.03.008

  日期：2011.5

  New fluorescent chemosensors 1,3-alternate-1 and 2 with pyrenyl-appended triazole-based on thiacalix[4]arene were synthesized. The fluorescence spectra changes suggested that chemosensors 1 and 2 are highly selective for Ag+ over other metal ions by enhancing the monomer emission of pyrene in neutral solution. However, other heavy metal ions, such as Cu2+, and Hg2+ quench both the monomer and excimer emission of pyrene acutely. The H-1 NMR results indicated that Ag+ can be selectively recognized by the triazole moieties on the receptors 1 and 2 together with the ionophoricity cavity formed by the two inverted benzene rings and sulfur atoms of the thiacalix[4]arene. (C) 2011 Elsevier Ltd. All rights reserved.