2-[2-[2,5-Bis[4-[2-azidoethyl(methyl)amino]phenyl]-4-[6-tert-butyl-4-(dicyanomethylidene)pyran-2-yl]oxolan-3-yl]-6-tert-butylpyran-4-ylidene]propanedinitrile | 1426835-59-7

• 分子结构分类: 有机化合物 - 木脂素、新木脂素和相关化合物 - 呋喃类木脂素
• 英文名称: 2-[2-[2,5-Bis[4-[2-azidoethyl(methyl)amino]phenyl]-4-[6-tert-butyl-4-(dicyanomethylidene)pyran-2-yl]oxolan-3-yl]-6-tert-butylpyran-4-ylidene]propanedinitrile
• 英文别名: 2-[2-[2,5-bis[4-[2-azidoethyl(methyl)amino]phenyl]-4-[6-tert-butyl-4-(dicyanomethylidene)pyran-2-yl]oxolan-3-yl]-6-tert-butylpyran-4-ylidene]propanedinitrile
• CAS: 1426835-59-7
• 化学式: C₄₆H₄₈N₁₂O₃
• 分子量: 816.966
• InChiKey: GROSQYKRATTXFP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.2
• 重原子数：
  61
• 可旋转键数：
  14
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.39
• 拓扑面积：
  158
• 氢给体数：
  0
• 氢受体数：
  13

反应信息

• 作为产物：
  描述：

  4-((2-azidoethyl)(methyl)amino)benzaldehyde 在 哌啶 、 copper(II) perchlorate hexahydrate 、 氧气 作用下， 以 乙腈 为溶剂， 反应 0.08h， 生成 2-[2-[2,5-Bis[4-[2-azidoethyl(methyl)amino]phenyl]-4-[6-tert-butyl-4-(dicyanomethylidene)pyran-2-yl]oxolan-3-yl]-6-tert-butylpyran-4-ylidene]propanedinitrile 、 2-[2-[3,4-Bis[4-[2-azidoethyl(methyl)amino]phenyl]-5-[6-tert-butyl-4-(dicyanomethylidene)pyran-2-yl]oxolan-2-yl]-6-tert-butylpyran-4-ylidene]propanedinitrile
  参考文献：
  名称：

  Fluorescent dyad for cooperative recognition of copper cation and halogen anion

  摘要：

  TMS-ethynyl triazolyl benzothiadiazole (BTD) derivatives have been successfully synthesized by mono deprotection of di-TMS-ethynyl BTD followed by click chemistry. The fluorescence intensity of TMS-ethynyl triazolyl BTD-DCM dyad 8, as well as triazolyl BTD 3, and the DCM derivative 7 could be selectively quenched by Cu2+, but almost not affected by different tested anions. Interestingly, the fluorescence emission of DCM-based fluorophores 7 and 8 was highly sensitive to a combination of Cu2+, F-, or Br- in a sequence dependent manner. With the dyad 8, the detection limit as low as 0.13 ppb could be attained for F- in MeCN. The Cu2+-promoted aerobic oxidative dimerization of DCM moiety to tetrahydrofuran derivatives has also been demonstrated for the first time. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2013.01.119

文献信息

• Fluorescent dyad for cooperative recognition of copper cation and halogen anion
  作者：Yanhua Yu、Nicolas Bogliotti、Stéphane Maisonneuve、Jie Tang、Juan Xie

  DOI：10.1016/j.tetlet.2013.01.119

  日期：2013.4

  TMS-ethynyl triazolyl benzothiadiazole (BTD) derivatives have been successfully synthesized by mono deprotection of di-TMS-ethynyl BTD followed by click chemistry. The fluorescence intensity of TMS-ethynyl triazolyl BTD-DCM dyad 8, as well as triazolyl BTD 3, and the DCM derivative 7 could be selectively quenched by Cu2+, but almost not affected by different tested anions. Interestingly, the fluorescence emission of DCM-based fluorophores 7 and 8 was highly sensitive to a combination of Cu2+, F-, or Br- in a sequence dependent manner. With the dyad 8, the detection limit as low as 0.13 ppb could be attained for F- in MeCN. The Cu2+-promoted aerobic oxidative dimerization of DCM moiety to tetrahydrofuran derivatives has also been demonstrated for the first time. (C) 2013 Elsevier Ltd. All rights reserved.