3',6'-Bis(diethylamino)-2-[(2,7-dimethoxyfluoren-9-ylidene)amino]spiro[isoindole-3,9'-xanthene]-1-one | 1443542-03-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: 3',6'-Bis(diethylamino)-2-[(2,7-dimethoxyfluoren-9-ylidene)amino]spiro[isoindole-3,9'-xanthene]-1-one
• CAS: 1443542-03-7
• 化学式: C₄₃H₄₂N₄O₄
• 分子量: 678.831
• InChiKey: LWNIHQDBETYVMB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.7
• 重原子数：
  51
• 可旋转键数：
  9
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  66.8
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  aluminum(III) perchlorate 、 3',6'-Bis(diethylamino)-2-[(2,7-dimethoxyfluoren-9-ylidene)amino]spiro[isoindole-3,9'-xanthene]-1-one 以 甲醇 为溶剂， 生成
  参考文献：
  名称：

  A novel rhodamine-based colorimetric chemodosimeter for the rapid detection of Al3+ in aqueous methanol: fluorescent ‘OFF–ON’ mechanism

  摘要：

  A novel rhodamine-based chemosensor, 3',6'-bis(diethylamino)-2-(2,7-dimethoxy-9H-fluoren-9-ylidene)amino)spiro[isoindoline-1,9'-xanthen]-3-one (1) for aluminum ion, was designed and synthesized. Compound 1 is an orange colored, weak fluorescent compound which was synthesized via one-step facile reaction of rhodamine B hydrazide with 2,7-dimethoxy-9H-fluoren-9-one in MeOH. When A1(3+) salt was added in methanol:water (30:70, v/v) solution then spirolactum ring of 1 was opened. The absorbance and fluorescence of the mixed solution were increased dramatically because of the opening of the lactum ring. Thus, signal transduction occurred via reversible CHEF (chelation-enhanced fluorescence) mechanism in the range 580-584 nm. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2013.04.103
• 作为产物：
  描述：

  2,7-dimethoxy-9H-fluoren-9-one 、 若丹明B酰肼 以 甲醇 为溶剂， 以75%的产率得到3',6'-Bis(diethylamino)-2-[(2,7-dimethoxyfluoren-9-ylidene)amino]spiro[isoindole-3,9'-xanthene]-1-one
  参考文献：
  名称：

  A novel rhodamine-based colorimetric chemodosimeter for the rapid detection of Al3+ in aqueous methanol: fluorescent ‘OFF–ON’ mechanism

  摘要：

  A novel rhodamine-based chemosensor, 3',6'-bis(diethylamino)-2-(2,7-dimethoxy-9H-fluoren-9-ylidene)amino)spiro[isoindoline-1,9'-xanthen]-3-one (1) for aluminum ion, was designed and synthesized. Compound 1 is an orange colored, weak fluorescent compound which was synthesized via one-step facile reaction of rhodamine B hydrazide with 2,7-dimethoxy-9H-fluoren-9-one in MeOH. When A1(3+) salt was added in methanol:water (30:70, v/v) solution then spirolactum ring of 1 was opened. The absorbance and fluorescence of the mixed solution were increased dramatically because of the opening of the lactum ring. Thus, signal transduction occurred via reversible CHEF (chelation-enhanced fluorescence) mechanism in the range 580-584 nm. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2013.04.103