2,5-bis[(α-(1H,1'H-[2,2']bipyrrol-5-yl)-α,α-dimethyl)methyl]furan | 631912-43-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 英文名称: 2,5-bis[(α-(1H,1'H-[2,2']bipyrrol-5-yl)-α,α-dimethyl)methyl]furan
• 英文别名: 2,5-bis[(α-(1H,1'H-[2,2']bipyrro-5-yl)-α,α-dimethyl)methyl]furan；2-(1H-pyrrol-2-yl)-5-[2-[5-[2-[5-(1H-pyrrol-2-yl)-1H-pyrrol-2-yl]propan-2-yl]furan-2-yl]propan-2-yl]-1H-pyrrole
• CAS: 631912-43-1
• 化学式: C₂₆H₂₈N₄O
• 分子量: 412.535
• InChiKey: BZPXOIBWWISMEE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.3
• 重原子数：
  31
• 可旋转键数：
  6
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  76.3
• 氢给体数：
  4
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  2,5-bis[(α-hydroxy-α,α-dimethyl)methyl]furan 、 2,5-bis[(α-(1H,1'H-[2,2']bipyrrol-5-yl)-α,α-dimethyl)methyl]furan 在 三氟化硼乙醚 作用下， 以 乙腈 为溶剂， 反应 2.0h， 以38%的产率得到calix[2]bipyrrole[2]furan
  参考文献：
  名称：

  Calix[2]bipyrrole[2]furan and Calix[2]bipyrrole[2]thiophene:  New Pyrrolic Receptors Exhibiting a Preference for Carboxylate Anions

  摘要：

  Heterocycles other than pyrrole, specifically bipyrrole, furan, and thiophene, have been used to construct two new, calixpyrrole-like anion receptors; binding studies, carried out by ITC in CH3CN, reveal a selectivity for "Y-shaped" anions, such as benzoate, over spherical ones, such as chloride.

  DOI：

  10.1021/ja038264j
• 作为产物：
  描述：

  2,5-bis[(α-hydroxy-α,α-dimethyl)methyl]furan 、 2,2’-二吡咯 在 三氟化硼乙醚 作用下， 以 乙腈 为溶剂， 反应 0.67h， 以73%的产率得到2,5-bis[(α-(1H,1'H-[2,2']bipyrrol-5-yl)-α,α-dimethyl)methyl]furan
  参考文献：
  名称：

  Calix[2]bipyrrole[2]furan and Calix[2]bipyrrole[2]thiophene:  New Pyrrolic Receptors Exhibiting a Preference for Carboxylate Anions

  摘要：

  Heterocycles other than pyrrole, specifically bipyrrole, furan, and thiophene, have been used to construct two new, calixpyrrole-like anion receptors; binding studies, carried out by ITC in CH3CN, reveal a selectivity for "Y-shaped" anions, such as benzoate, over spherical ones, such as chloride.

  DOI：

  10.1021/ja038264j

文献信息

• Anion-Binding Behavior of Hybrid Calixpyrroles
  作者：Jonathan L. Sessler、Deqiang An、Won-Seob Cho、Vincent Lynch、Dae-Wi Yoon、Seong-Jin Hong、Chang-Hee Lee

  DOI：10.1021/jo048480q

  日期：2005.3.1

  Hybrid calixpyrrole systems are calixpyrrole-like macrocycles that are based on more than one type of small molecule building block. Structurally, these "mixed-breed" macrocycles differ from calixpyrroles in that some pyrrolic units in the latter are replaced by other hetereocyclic units such as furan, thiophene, bipyrrole, and bithiophene. Although several such systems have been reported in recent years, only a few have been studied as possible anion receptors. In this paper, the results of detailed anion binding studies involving several prototypic systems are reported. Taken in concert, these results highlight the fact that some hybrid systems, including compounds 2-5, display anion affinities that are considerably weaker than those of the parent system 1. On the other hand, they also show that compounds 6-8 are good receptors for "Y-shaped" anions, such as carboxylates, and that they bind these species with high affinity. These findings are strongly supported by solid-state structural studies, which reveal an interesting "cross binding mode" for the binding of carboxylate anions by the bis-thiophene, bis-pyrrole system 7.