2,5-bis(2-furyl hydroxymethyl)thiophene | 497182-32-8

• 分子结构分类: 有机化合物 - 有机杂环化合物
• 英文名称: 2,5-bis(2-furyl hydroxymethyl)thiophene
• 英文别名: Furan-2-yl-[5-[furan-2-yl(hydroxy)methyl]thiophen-2-yl]methanol
• CAS: 497182-32-8
• 化学式: C₁₄H₁₂O₄S
• 分子量: 276.313
• InChiKey: GUEXBNVUQWKTPF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  19
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  95
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2,5-bis(2-furyl hydroxymethyl)thiophene 在 tris(dibenzylideneacetone)dipalladium (0) 三苯胂 、 三氟化硼乙醚 、 三乙胺 作用下， 以 二氯甲烷 、 甲苯 为溶剂， 反应 17.5h， 生成 4-[5,10,15-tris(4-tolyl)-20-porphinyl]-4'-[5,10,15-tris(2-furyl)-21,23-dithia-20-porphinyl]diphenylethyne
  参考文献：
  名称：

  的共价键合成和荧光性质链接的均聚物和含有杂卟啉二分体的内消旋-甲苯基卟啉和内消旋-呋喃基卟啉子单元

  摘要：

  三个卟啉积木用N 4，N 3 S和N 2小号2具有三个芯的内消旋-呋喃基团和一个内消旋被合成和表征碘苯基基团。卟啉结构单元用于合成六个卟啉二元组，例如N 4 –N 4，N 3 S–N 3 S，N 2 S 2 –N 2 S 2，N 4 –N 3 S，N 4 –N 2 S 2和N 3 S–N 2 S2在温和的Pd（0）介导的偶联条件下含有内甲苯基和内呋喃卟啉亚基。稳态荧光的研究表明从一个有效的能量转移的内消旋-甲苯基卟啉子单元的内消旋在所有六个成对呋喃基卟啉子单元。这项研究支持的论点，即观呋喃基卟啉时才能使用好能源受体介芳卟啉作为其金属自由形式的能量供体。

  DOI：

  10.1016/j.tet.2007.01.005
• 作为产物：
  描述：

  糠醛 、 2,5-dilithiothiophene 以 四氢呋喃 为溶剂， 以47%的产率得到2,5-bis(2-furyl hydroxymethyl)thiophene
  参考文献：
  名称：

  Synthesis of meso-furyl porphyrins

  摘要：

  Three meso-furyl porphyrins with N-4, N3S and N2S2 porphyrin cores were synthesized and characterized. The absorption bands of meso-furyl porphyrins experienced large red shifts compared to meso-aryl porphyrins and the maximum red shifts were observed for the meso-furyl porphyrin with the N2S2 core. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(02)02258-x

文献信息

• Synthesis and spectral properties of N4, N3S, and N2S2 porphyrins containing one, two, three, and four meso-furyl groups
  作者：G. Santosh、M. Ravikanth

  DOI：10.1016/j.tet.2007.05.099

  日期：2007.8

  Porphyrins with N4, N3S, and N2S2 cores having one, two, three, and four furyl groups at the meso-positions were synthesized by following various methodologies and characterized by using mass spectrometry, NMR spectroscopy, elemental analysis, absorption, and fluorescence spectroscopic techniques. NMR studies indicated that by replacing the meso-aryl groups with meso-furyl groups, the β-pyrrole and

  用N卟啉4，N 3 S，和N 2小号2芯具有一个，两个，三个，并在四个呋喃基内消旋-位通过以下各种方法合成，其特征在于，使用质谱法，NMR光谱法，元素分析，吸收和荧光光谱技术。NMR研究表明，通过更换内消旋与-芳基内消旋呋喃基团，所述β吡咯和β -噻吩卟啉的质子经历相当大的低场位移，支承上，引入卟啉的π离域的改变的内消旋-呋喃基。卟啉的吸收和发射带经历上引入的红移内消旋呋喃基团和的红移大小与数量而线性变化的内消旋-呋喃基的基团。因此，光谱研究支持在相继引入内-呋喃基时光谱性质的系统改变。
• Synthesis of meso-furyl porphyrins with N4, N3S, N2S2 and N3O porphyrin cores
  作者：Iti Gupta、Mangalampalli Ravikanth

  DOI：10.1016/s0040-4020(03)00950-5

  日期：2003.8

  A series of meso-furyl porphyrins with four different porphyrin cores (N-4, N3S, N2S2 and N3O) were synthesized and characterized. The comparison of NMR, optical and fluorescence properties of meso-furyl porphyrins with porphyrins with six-membered aryl groups indicates that electronic properties of porphyrins were changed drastically on the introduction of furyl groups at meso positions. The maximum shifts in spectral bands were observed for meso-furyl porphyrins with N2S2 core. On protonation, the absorption bands of meso-furyl porphyrins were further red shifted. All these changes were ascribed to the possibility of more planarity of the meso-furyl porphyrins due to the small size of the furyl groups which results in extending the pi-delocalisation of the porphyrin ring in to the furyl groups. (C) 2003 Elsevier Ltd. All rights reserved.