2-(anthracen-9-yl)-1,3-bis(2-{[(anthracen-9-yl)methyl]amino}ethyl)-1,3-diazolidine

• 分子结构分类: 有机化合物 - 苯类化合物 - 蒽
• 英文名称: 2-(anthracen-9-yl)-1,3-bis(2-{[(anthracen-9-yl)methyl]amino}ethyl)-1,3-diazolidine
• 英文别名: 2-[2-anthracen-9-yl-3-[2-(anthracen-9-ylmethylamino)ethyl]imidazolidin-1-yl]-N-(anthracen-9-ylmethyl)ethanamine
• 化学式: C₅₁H₄₆N₄
• 分子量: 714.953
• InChiKey: LRQBEJLTXKDHDZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  11.3
• 重原子数：
  55
• 可旋转键数：
  11
• 环数：
  10.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  30.5
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  三乙烯四胺 、 9-蒽甲醛 在 lithium aluminium tetrahydride 作用下， 以 苯 、 四氢呋喃 为溶剂， 反应 4.0h， 以58%的产率得到2-(anthracen-9-yl)-1,3-bis(2-{[(anthracen-9-yl)methyl]amino}ethyl)-1,3-diazolidine
  参考文献：
  名称：

  ATP Sensing with Anthryl-Functionalized Open-Chain Polyaza-alkanes

  摘要：

  The anthryl-functionalized open-chain polyaza-alkanes L-1, L-2, and L-3 have been synthesized, and their activity as fluorescent chemosensors has been studied in MeCN/H,O 70:30 (v/v) and H2O at 25degrees against the anions bromide. phosphate. sulfate, ATP, ADR and GMP. The crystal structure of L-3 has been solved by single-crystal X-ray-diffraction techniques. The emission intensity of L-1 and L-2 is selectively quenched in the presence of ATP at acidic pH in MeCN/H2O 70:30 (v/v). In H2O, the emission intensity of L-1 and L-2 is enhanced at neutral pH in the presence of ADP and ATE The sensing behavior is discussed in terms of H-bonding or electrostatic anion-cation interactions. Receptor L-3 does not show any significant change in fluorescence emission upon addition of anions. Protonation constants of the three ligands and stability constants of L-2 with phosphate and Sulfate were determined by potentiometric titration in MeCN/H2O. The stability constants obtained are compared with those obtained for the interaction of these anions with related open-chain polyamines.

  DOI：

  10.1002/1522-2675(200205)85:5<1505::aid-hlca1505>3.0.co;2-k

文献信息

• ATP Sensing with Anthryl-Functionalized Open-Chain Polyaza-alkanes
  作者：Felix Sancenón、Angel Benito、José Manuel Lloris、Ramón Martínez-Máñez、Teresa Pardo、Juan Soto

  DOI：10.1002/1522-2675(200205)85:5<1505::aid-hlca1505>3.0.co;2-k

  日期：2002.5

  The anthryl-functionalized open-chain polyaza-alkanes L-1, L-2, and L-3 have been synthesized, and their activity as fluorescent chemosensors has been studied in MeCN/H,O 70:30 (v/v) and H2O at 25degrees against the anions bromide. phosphate. sulfate, ATP, ADR and GMP. The crystal structure of L-3 has been solved by single-crystal X-ray-diffraction techniques. The emission intensity of L-1 and L-2 is selectively quenched in the presence of ATP at acidic pH in MeCN/H2O 70:30 (v/v). In H2O, the emission intensity of L-1 and L-2 is enhanced at neutral pH in the presence of ADP and ATE The sensing behavior is discussed in terms of H-bonding or electrostatic anion-cation interactions. Receptor L-3 does not show any significant change in fluorescence emission upon addition of anions. Protonation constants of the three ligands and stability constants of L-2 with phosphate and Sulfate were determined by potentiometric titration in MeCN/H2O. The stability constants obtained are compared with those obtained for the interaction of these anions with related open-chain polyamines.