2,3,6,7,14,15-hexa(bromomethyl)triptycene | 947243-16-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 蒽
• 英文名称: 2,3,6,7,14,15-hexa(bromomethyl)triptycene
• 英文别名: 4,5,11,12,17,18-Hexakis(bromomethyl)pentacyclo[6.6.6.02,7.09,14.015,20]icosa-2(7),3,5,9(14),10,12,15(20),16,18-nonaene；4,5,11,12,17,18-hexakis(bromomethyl)pentacyclo[6.6.6.02,7.09,14.015,20]icosa-2(7),3,5,9(14),10,12,15(20),16,18-nonaene
• CAS: 947243-16-5
• 化学式: C₂₆H₂₀Br₆
• 分子量: 811.869
• InChiKey: KTSWGCZRSTZPDT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.2
• 重原子数：
  32
• 可旋转键数：
  6
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  2,3,6,7,14,15-hexa(bromomethyl)triptycene 、 2-<4,5-bis(2-cyanoethylsulfanyl)-1,3-dithiol-2-ylidene>-4,5-bis(butylsulfanyl)-1,3-dithiole 在 cesium hydroxide 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 0.5h， 以87%的产率得到3-[[2-[4,5-Bis(butylsulfanyl)-1,3-dithiol-2-ylidene]-5-[[5,11,12,17,18-pentakis[[2-[4,5-bis(butylsulfanyl)-1,3-dithiol-2-ylidene]-5-(2-cyanoethylsulfanyl)-1,3-dithiol-4-yl]sulfanylmethyl]-4-pentacyclo[6.6.6.02,7.09,14.015,20]icosa-2(7),3,5,9(14),10,12,15(20),16,18-nonaenyl]methylsulfanyl]-1,3-dithiol-4-yl]sulfanyl]propanenitrile
  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：

  hexaethyl triptycene-2,3,6,7,14,15-hexacarboxylate 在 lithium aluminium tetrahydride 、 氢溴酸 、 溶剂黄146 作用下， 以 四氢呋喃 为溶剂， 反应 48.0h， 生成 2,3,6,7,14,15-hexa(bromomethyl)triptycene
  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

文献信息

• Tetrathiafulvalene-functionalized triptycenes: synthetic protocols and elucidation of intramolecular Coulomb repulsions in the oxidized species
  作者：Jiří Rybáček、Markéta Rybáčková、Martin Høj、Martin Bělohradský、Petr Holý、Kristine Kilså、Mogens Brøndsted Nielsen

  DOI：10.1016/j.tet.2007.06.020

  日期：2007.9

  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.