4,5-diethylcarboxy-2,7-bis(1,1-dimethylethyl)-9,9-dimethyl-xanthene | 896711-13-0

• 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: 4,5-diethylcarboxy-2,7-bis(1,1-dimethylethyl)-9,9-dimethyl-xanthene
• 英文别名: 4,5-di(carboxymethyl)methyl-2,7-di-t-butyl-9,9-dimethylxanthen；2-[2,7-ditert-butyl-5-(carboxymethyl)-9,9-dimethylxanthen-4-yl]acetic acid
• CAS: 896711-13-0
• 化学式: C₂₇H₃₄O₅
• 分子量: 438.564
• InChiKey: NGVBIZDBSFMSAP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.6
• 重原子数：
  32
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.48
• 拓扑面积：
  83.8
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  4,5-diethylcarboxy-2,7-bis(1,1-dimethylethyl)-9,9-dimethyl-xanthene 在 sodium hydroxide 、 三氯氧磷 作用下， 以 乙醇 、 水 为溶剂， 反应 18.0h， 生成 (Z)-2-[2,7-ditert-butyl-5-[(Z)-1-hydroxy-3-oxoprop-1-en-2-yl]-9,9-dimethylxanthen-4-yl]-3-hydroxyprop-2-enal
  参考文献：
  名称：

  Xanthene-Based Ligand with Two Adjacent β-Diiminato Binding Sites

  摘要：

  A novel potential ligand has been designed where two,beta-dialdimine units are linked by a xanthene backbone (H(2)Xanthdim). The synthesis proceeds via a double vinamidinium salt and the products of its hydrolysis (containing eneamine/malonaldehyde units), which were converted into H(2)Xanthdim via a reaction with 2,3-dimethylaniline. The reaction of H(2)Xanthdim with n-butyllithium yields ((Et2O) Li)(2)Xanthdim, which was isolated and crystallized. The crystal structures of both H(2)Xanthdim and its lithium salt are discussed.

  DOI：

  10.1021/jo060394y
• 作为产物：
  描述：

  4,5-dibromomethyl-2,7-bis(1,1-dimethylethyl)-9,9-dimethyl-xanthene 在 硫酸 、 水 、 溶剂黄146 作用下， 以 乙醇 、 水 为溶剂， 反应 10.0h， 生成 4,5-diethylcarboxy-2,7-bis(1,1-dimethylethyl)-9,9-dimethyl-xanthene
  参考文献：
  名称：

  Xanthene-Based Ligand with Two Adjacent β-Diiminato Binding Sites

  摘要：

  A novel potential ligand has been designed where two,beta-dialdimine units are linked by a xanthene backbone (H(2)Xanthdim). The synthesis proceeds via a double vinamidinium salt and the products of its hydrolysis (containing eneamine/malonaldehyde units), which were converted into H(2)Xanthdim via a reaction with 2,3-dimethylaniline. The reaction of H(2)Xanthdim with n-butyllithium yields ((Et2O) Li)(2)Xanthdim, which was isolated and crystallized. The crystal structures of both H(2)Xanthdim and its lithium salt are discussed.

  DOI：

  10.1021/jo060394y

文献信息

• A Xanthene-based Ligand with Two Adjacent Malonate Binding Sites
  作者：Inke Siewert、Christian Limberg

  DOI：10.1515/znb-2007-1004

  日期：2007.10.1

  The syntheses of two functionalized xanthenes are described which after deprotonation represent ligands for dinuclear metal complexes. For the previously prepared [^RXanthdim]H₂ - which after deprotonation leads to a ligand with two adjacent β -diiminato binding sites - a significantly improved synthetic procedure is described involving the Pd catalyzed coupling of two diethyl malonate moieties to the xanthene backbone. Deprotonation of the resulting compound [Xanthmal]H2 provides a ligand with two adjacent diethyl malonate functions. To demonstrate this, [Xanthmal]H₂ was reacted exemplarily with two equivalents of LDA to obtain the lithium salt Li₂[Xanthmal]}2 (4) which can be treated with ZnBr₂ to yield the zinc complex [Xanthmal]₂Zn₂ (5). Alternatively, 5 can be obtained directly from [Xanthmal]H₂, when ZnEt₂ is chosen as the metal precursor. The crystal structures of 4 and 5 are discussed. In summary, the results show that [Xanthmal]²⁻ is a suitable ligand for the preparation of novel dinuclear metal complexes.

  本文描述了合成两种功能化的黄色素，它们在去质子化后可代表二核金属配合物的配体。对于之前制备的[^RXanthdim]H₂，该合成方法明显改进，包括将两个乙酰丙酸二乙酯与黄色素骨架进行Pd催化偶联。去质子化后的化合物[Xanthmal]H₂提供了具有两个相邻的二乙酸乙酯功能的配体。为了证明这一点，[Xanthmal]H₂被例行地与两当量的LDA反应，以获得锂盐Li₂[Xanthmal]}2 (4)，该盐可以与ZnBr₂反应，生成锌配合物[Xanthmal]₂Zn₂ (5)。或者，当选择ZnEt₂作为金属前驱体时，可以直接从[Xanthmal]H₂获得5。讨论了4和5的晶体结构。总之，结果表明[Xanthmal]²⁻是制备新型二核金属配合物的合适配体。
• Xanthene-Based Ligand with Two Adjacent β-Diiminato Binding Sites
  作者：Maurice Frederic Pilz、Christian Limberg、Burkhard Ziemer

  DOI：10.1021/jo060394y

  日期：2006.6.1

  A novel potential ligand has been designed where two,beta-dialdimine units are linked by a xanthene backbone (H(2)Xanthdim). The synthesis proceeds via a double vinamidinium salt and the products of its hydrolysis (containing eneamine/malonaldehyde units), which were converted into H(2)Xanthdim via a reaction with 2,3-dimethylaniline. The reaction of H(2)Xanthdim with n-butyllithium yields ((Et2O) Li)(2)Xanthdim, which was isolated and crystallized. The crystal structures of both H(2)Xanthdim and its lithium salt are discussed.