methyl 7-amino-dibenzofuran-3-carboxylate

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并呋喃
• 英文名称: methyl 7-amino-dibenzofuran-3-carboxylate
• 英文别名: Methyl 7-aminodibenzofuran-3-carboxylate；methyl 7-aminodibenzofuran-3-carboxylate
• 化学式: C₁₄H₁₁NO₃
• 分子量: 241.246
• InChiKey: ZXVJHMLYRHTGAN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  65.5
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  methyl 7-amino-dibenzofuran-3-carboxylate 在 吡啶 、 1-羟基苯并三唑 、 N,N'-二环己基碳二亚胺 、 sodium hydroxide 作用下， 以 甲醇 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 59.0h， 生成
  参考文献：
  名称：

  7-Amino-dibenzofuran-3-carboxylate: A new probe for femtosecond dynamic microsolvation studies of biomolecules

  摘要：

  The reorientational dynamics of a polar environment, for example water in the hydration shell of biomolecules, can be measured with a molecular probe by time-resolving its fluorescence Stokes shift. The new probe 7-amino-dibenzofuran-3-carboxylate (ADC) was designed and synthesized for such use in double-stranded DNA where it may replace a base pair. This contribution concentrates on the synthesis, including the DNA bulding block, and on the radiative properties of the chromophore independent of the biomolecule. The X-ray diffraction structure and radiative properties are compared to ab-initio quantum-computational predictions. After pi pi* excitation near 330 nm in acetonitrile, the dynamic Stokes shift is followed by femtosecond transient absorption around 445 nm, at the red half-point of a strong excited-state-absorption band. Polar solvation dynamics is reported faithfully by this chromophore. (c) 2012 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jphotochem.2012.02.015
• 作为产物：
  描述：

  二苯并呋喃 在 potassium cyanide 、 sodium tetrahydroborate 、 tetrafluoroboric acid 、 亚硝酸特丁酯 、 nickel(II) chloride hexahydrate 、 硫酸 、 硝酸 、 三氟乙酸 、 potassium hydroxide 作用下， 以 甲醇 、 水 、 乙腈 为溶剂， 反应 21.0h， 生成 methyl 7-amino-dibenzofuran-3-carboxylate
  参考文献：
  名称：

  7-Amino-dibenzofuran-3-carboxylate: A new probe for femtosecond dynamic microsolvation studies of biomolecules

  摘要：

  The reorientational dynamics of a polar environment, for example water in the hydration shell of biomolecules, can be measured with a molecular probe by time-resolving its fluorescence Stokes shift. The new probe 7-amino-dibenzofuran-3-carboxylate (ADC) was designed and synthesized for such use in double-stranded DNA where it may replace a base pair. This contribution concentrates on the synthesis, including the DNA bulding block, and on the radiative properties of the chromophore independent of the biomolecule. The X-ray diffraction structure and radiative properties are compared to ab-initio quantum-computational predictions. After pi pi* excitation near 330 nm in acetonitrile, the dynamic Stokes shift is followed by femtosecond transient absorption around 445 nm, at the red half-point of a strong excited-state-absorption band. Polar solvation dynamics is reported faithfully by this chromophore. (c) 2012 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jphotochem.2012.02.015

文献信息

• 7-Amino-dibenzofuran-3-carboxylate: A new probe for femtosecond dynamic microsolvation studies of biomolecules
  作者：Falko Berndt、Ilya Ioffe、Alexander A. Granovsky、Rainer Mahrwald、Sebastian Tannert、Sergey A. Kovalenko、Nikolaus P. Ernsting

  DOI：10.1016/j.jphotochem.2012.02.015

  日期：2012.4

  The reorientational dynamics of a polar environment, for example water in the hydration shell of biomolecules, can be measured with a molecular probe by time-resolving its fluorescence Stokes shift. The new probe 7-amino-dibenzofuran-3-carboxylate (ADC) was designed and synthesized for such use in double-stranded DNA where it may replace a base pair. This contribution concentrates on the synthesis, including the DNA bulding block, and on the radiative properties of the chromophore independent of the biomolecule. The X-ray diffraction structure and radiative properties are compared to ab-initio quantum-computational predictions. After pi pi* excitation near 330 nm in acetonitrile, the dynamic Stokes shift is followed by femtosecond transient absorption around 445 nm, at the red half-point of a strong excited-state-absorption band. Polar solvation dynamics is reported faithfully by this chromophore. (c) 2012 Elsevier B.V. All rights reserved.