α,α'-bis-p-xylene | 71277-16-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异吲哚及其衍生物
• 英文名称: α,α'-bis-p-xylene
• 英文别名: α,α'-Bis-(diphthaloyldiethylentriamino)-p-xylol
• CAS: 71277-16-2
• 化学式: C₄₈H₄₀N₆O₈
• 分子量: 828.881
• InChiKey: AYOPWOBXXPLRDP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.48
• 重原子数：
  62.0
• 可旋转键数：
  16.0
• 环数：
  9.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  156.0
• 氢给体数：
  0.0
• 氢受体数：
  10.0

反应信息

• 作为反应物：
  描述：

  α,α'-bis-p-xylene 在 一水合肼 作用下， 以 乙醇 为溶剂， 反应 120.0h， 以92%的产率得到1,4-bis<<(2-aminoethyl)amino>methyl>benzene
  参考文献：
  名称：

  Synthetic Bis-Metal Ion Receptors for Bis-Imidazole "Protein Analogs"

  摘要：

  We are investigating an approach to protein recognition that is based on matching a pattern of metal ions in a synthetic receptor to a complementary pattern of metal-coordinating functional groups (histidine) on a protein's surface. In this model study, target ''protein analogs'' were constructed by linking two imidazoles via organic spacers of varying lengths. By computer modeling the individual targets and receptors, bis-Hg2+ receptors were designed to position two metal ions to match the available nitrogen ligands of their target bis-imidazoles. While H-1 NMR studies in DMSO-d(6) show that the receptors can bind 2 equiv of 1-benzylimidazole (K-1 similar to 10(4) M(-1)), a bis-imidazole is bound in a 1:1 complex with association constants as high as 3 x 10(6) M(-1). Bis-metal ion receptors are indeed selective for their target bis-imidazoles in competitive binding experiments, preferring the target over others that are both longer and shorter by similar to 4 Angstrom (maximum selectivity = 11.5). A maximum selectivity of 140 was observed for the competition between a target bis-imidazole and 1-benzylimidazole. Increasing the available coordination sites on the metal ion significantly reduces selectivity, presumably by allowing the receptor to take on multiple bound conformations. Attempts to improve binding selectivity by restricting the receptors' conformational mobility reduced selectivity, primarily by introducing unanticipated unfavorable interactions with the target bis-imidazoles.

  DOI：

  10.1021/ja00099a007
• 作为产物：
  描述：

  N-乙氧羰基邻苯二甲酰亚胺 在 sodium carbonate 作用下， 以 正丁醇 为溶剂， 反应 1.5h， 生成 α,α'-bis-p-xylene
  参考文献：
  名称：

  Sosnovsky, George; Lukszo, Jan, Zeitschrift fur Naturforschung, B: Chemical Sciences, 1994, vol. 49, # 11, p. 1580 - 1585

  摘要：

  DOI：