3,5-bis(4-pyridyl)-4-dodecyloxybenzaldehyde | 1063702-98-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 3,5-bis(4-pyridyl)-4-dodecyloxybenzaldehyde
• CAS: 1063702-98-6
• 化学式: C₂₉H₃₆N₂O₂
• 分子量: 444.617
• InChiKey: ZZGJKVGZRXAYRN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.92
• 重原子数：
  33.0
• 可旋转键数：
  15.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  52.08
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  5-(2,6-dimethoxyphenyl)-2,3,7,8-tetramethyldipyrromethane 、 3,5-bis(4-pyridyl)-4-dodecyloxybenzaldehyde 在 丙酸 作用下， 以 氯仿 为溶剂， 反应 12.0h， 生成 2,3,7,8,12,13,17,18-octamethyl-5,15-bis(2,6-dimethoxyphenyl)-10,20-bis[3,5-bis(4-pyridyl)-4-dodecyloxyphenyl]porphine
  参考文献：
  名称：

  Translation of helical chirality from polymer into monomer: supramolecular polymerization of a chirality-memory molecule with an asymmetric Pd(II) complex

  摘要：

  A chirality-memorizing saddle-shaped porphyrin (1(2H)) with 3,5-dipyridylphenyl side arms at the opposite meso positions underwent supramolecular polymerization in CH(2)Cl(2) with a chiral Pd(II) complex of 2,2'-bis(diphenylphosphino)-1,1'-binaphthyl (Pd(II)(BINAP)), forming a ladder-shaped polymer (3(2H)) with a prevailing one-handed helical chirality. When this polymer was poured into AcOH containing 1,3-bis(diphenylphosphino)propane (DPPP) as a decomplexing agent, 3(2H) was depolymerized in a stereochemically retentive way to give optically active 1(2H), hydrogen-bonded with AcOH. Although a cyclodimeric reference of 3(2H), formed from 2(2H) having two 3-pyridylphenyl meso substituents in conjunction with Pd(II)(BINAP), behaved similar to 3(2H), the translation efficiency of helical chirality was lower than that in the case with 3(2H). (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2008.05.126
• 作为产物：
  描述：

  3,5-dibromo-4-dodecyloxybenzaldehyde 、 吡啶-4-硼酸 在 四(三苯基膦)钯 potassium phosphate 作用下， 以 1,4-二氧六环 为溶剂， 反应 72.0h， 以76%的产率得到3,5-bis(4-pyridyl)-4-dodecyloxybenzaldehyde
  参考文献：
  名称：

  Translation of helical chirality from polymer into monomer: supramolecular polymerization of a chirality-memory molecule with an asymmetric Pd(II) complex

  摘要：

  A chirality-memorizing saddle-shaped porphyrin (1(2H)) with 3,5-dipyridylphenyl side arms at the opposite meso positions underwent supramolecular polymerization in CH(2)Cl(2) with a chiral Pd(II) complex of 2,2'-bis(diphenylphosphino)-1,1'-binaphthyl (Pd(II)(BINAP)), forming a ladder-shaped polymer (3(2H)) with a prevailing one-handed helical chirality. When this polymer was poured into AcOH containing 1,3-bis(diphenylphosphino)propane (DPPP) as a decomplexing agent, 3(2H) was depolymerized in a stereochemically retentive way to give optically active 1(2H), hydrogen-bonded with AcOH. Although a cyclodimeric reference of 3(2H), formed from 2(2H) having two 3-pyridylphenyl meso substituents in conjunction with Pd(II)(BINAP), behaved similar to 3(2H), the translation efficiency of helical chirality was lower than that in the case with 3(2H). (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2008.05.126