triptycene-1,4-dicarboxaldehyde | 947243-19-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 蒽
• 英文名称: triptycene-1,4-dicarboxaldehyde
• CAS: 947243-19-8
• 化学式: C₂₂H₁₄O₂
• 分子量: 310.352
• InChiKey: UWHJFLOTEXHXGK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  24.0
• 可旋转键数：
  2.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  34.14
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  triptycene-1,4-dicarboxaldehyde 、 dimethyl [4,5-bis(butylthio)-1,3-dithiol-2-yl]phosphonate 在 正丁基锂 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 3.75h， 以93%的产率得到2-[[6-[[4,5-Bis(butylsulfanyl)-1,3-dithiol-2-ylidene]methyl]-3-pentacyclo[6.6.6.02,7.09,14.015,20]icosa-2,4,6,9,11,13,15,17,19-nonaenyl]methylidene]-4,5-bis(butylsulfanyl)-1,3-dithiole
  参考文献：
  名称：

  Tetrathiafulvalene-functionalized triptycenes: synthetic protocols and elucidation of intramolecular Coulomb repulsions in the oxidized species

  摘要：

  A large selection of triptycenes functionalized with tetrathiafulvalene (TTF) units as well as triptycenes containing extended TTFs as a part of the triptycene core have been synthesized utilizing new triptycene di- and tetraaldehydes as well as bis-, tetrakis- and hexakis(bromomethyl) derivatives. The largest scaffold contains a total of 12 TTFs around the central triptycene core. From spectroelectro-chemical and chemical oxidation studies, we have elucidated the extent to which an increasing number of electrostatic interactions among oxidized TTF units exert an influence on the absorption characteristics. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2007.06.020
• 作为产物：
  描述：

  1,4-dimethyltriptycene 在 potassium permanganate 、 lithium aluminium tetrahydride 、 硫酸 、 pyridinium chlorochromate 作用下， 以 四氢呋喃 、 吡啶 、 二氯甲烷 、 水 为溶剂， 反应 147.5h， 生成 triptycene-1,4-dicarboxaldehyde
  参考文献：
  名称：

  Tetrathiafulvalene-functionalized triptycenes: synthetic protocols and elucidation of intramolecular Coulomb repulsions in the oxidized species

  摘要：

  A large selection of triptycenes functionalized with tetrathiafulvalene (TTF) units as well as triptycenes containing extended TTFs as a part of the triptycene core have been synthesized utilizing new triptycene di- and tetraaldehydes as well as bis-, tetrakis- and hexakis(bromomethyl) derivatives. The largest scaffold contains a total of 12 TTFs around the central triptycene core. From spectroelectro-chemical and chemical oxidation studies, we have elucidated the extent to which an increasing number of electrostatic interactions among oxidized TTF units exert an influence on the absorption characteristics. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2007.06.020