tetramethyl 7,7'-(1,3-phenylenebis(2,2-dimethylpropan-1-yl-1-ylidene))bis(2,3-diazabicyclo[2.2.1]hept-5-ene-2,3-dicarboxylate) | 153620-14-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: tetramethyl 7,7'-(1,3-phenylenebis(2,2-dimethylpropan-1-yl-1-ylidene))bis(2,3-diazabicyclo[2.2.1]hept-5-ene-2,3-dicarboxylate)
• CAS: 153620-14-5
• 化学式: C₃₄H₄₂N₄O₈
• 分子量: 634.729
• InChiKey: ULOJHKKSZARWAG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.03
• 重原子数：
  46.0
• 可旋转键数：
  2.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  118.16
• 氢给体数：
  0.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  tetramethyl 7,7'-(1,3-phenylenebis(2,2-dimethylpropan-1-yl-1-ylidene))bis(2,3-diazabicyclo[2.2.1]hept-5-ene-2,3-dicarboxylate) 在 溶剂黄146 作用下， 以 二氯甲烷 为溶剂， 以97%的产率得到tetramethyl 7,7'-(1,3-phenylenebis(2,2-dimethylpropan-1-yl-1-ylidene))bis(2,3-diazabicyclo[2.2.1]heptane-2,3-dicarboxylate)
  参考文献：
  名称：

  Conformational effects on high-spin organic molecules

  摘要：

  The ability of m-phenylene to ferromagnetically couple spin-containing substituents that are substantially twisted out of conjugation is investigated. The ''bis(TMM)'' strategy is employed, in which two triplet TMM biradicals am linked through m-phenylene to produce relatively stable, organic tetraradicals that are characterized by EPR spectroscopy. Under conditions of moderate twisting (4), ferromagnetic coupling is seen, and the tetraradical has a quintet ground state. Severely twisting both TMMs as in 13 disrupts spin communication, and two noninteracting triplets are produced. This is in contrast to other highly twisted m-phenylene derivatives, in which antiferromagnetic coupling has been observed. Surprisingly, severely twisting only one TMM (14) still produces ferromagnetic coupling and a quintet ground state through a spin polarization mechanism analogous to that proposed for 90-degrees twisted ethylene. Several ring-constrained TMMs (17-19) are investigated as models for mom nearly planar systems.

  DOI：

  10.1021/j100152a035
• 作为产物：
  描述：

  1,3-dipivaloylbenzene 以 二氯甲烷 为溶剂， 反应 5.0h， 生成 tetramethyl 7,7'-(1,3-phenylenebis(2,2-dimethylpropan-1-yl-1-ylidene))bis(2,3-diazabicyclo[2.2.1]hept-5-ene-2,3-dicarboxylate)
  参考文献：
  名称：

  Conformational effects on high-spin organic molecules

  摘要：

  The ability of m-phenylene to ferromagnetically couple spin-containing substituents that are substantially twisted out of conjugation is investigated. The ''bis(TMM)'' strategy is employed, in which two triplet TMM biradicals am linked through m-phenylene to produce relatively stable, organic tetraradicals that are characterized by EPR spectroscopy. Under conditions of moderate twisting (4), ferromagnetic coupling is seen, and the tetraradical has a quintet ground state. Severely twisting both TMMs as in 13 disrupts spin communication, and two noninteracting triplets are produced. This is in contrast to other highly twisted m-phenylene derivatives, in which antiferromagnetic coupling has been observed. Surprisingly, severely twisting only one TMM (14) still produces ferromagnetic coupling and a quintet ground state through a spin polarization mechanism analogous to that proposed for 90-degrees twisted ethylene. Several ring-constrained TMMs (17-19) are investigated as models for mom nearly planar systems.

  DOI：

  10.1021/j100152a035