(+)-2,15-bis(2-(N,N-dioctylcarbamoyl)phenylethynyl)[6]helicene

• 分子结构分类: 有机化合物 - 苯类化合物 - 菲及其衍生物
• 英文名称: (+)-2,15-bis(2-(N,N-dioctylcarbamoyl)phenylethynyl)[6]helicene
• 英文别名: 2-[2-[15-[2-[2-(dioctylcarbamoyl)phenyl]ethynyl]hexahelicen-2-yl]ethynyl]-N,N-dioctylbenzamide
• 化学式: C₇₆H₉₀N₂O₂
• 分子量: 1063.56
• InChiKey: QQPDRULTHVNJCB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  24.8
• 重原子数：
  80
• 可旋转键数：
  34
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  40.6
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  Hexahelicene-2,15-dicarbonyl chloride 在 copper(l) iodide 、 四(三苯基膦)钯 、 甲基锂 、 potassium hydride 、 二异丁基氢化铝 、 戴斯-马丁氧化剂 、 二异丙胺 、 lithium hexamethyldisilazane 作用下， 以 四氢呋喃 、 乙醚 、 二氯甲烷 、 甲苯 为溶剂， 反应 13.92h， 生成 (+)-2,15-bis(2-(N,N-dioctylcarbamoyl)phenylethynyl)[6]helicene
  参考文献：
  名称：

  Synthesis of Conjugated Helical Acetylene-Bridged Polymers and Cyclophanes

  摘要：

  Pd(0)-catalyzed reactions of 2,15-diethynyl[6]helicene with derivatives of p- and o-diiodobenzene give, respectively, polymers 4 and cyclophanes 5, in which helicenes are linked by diethynylbenzenes. Both are very soluble in many common solvents. The molar rotation of polymer 4 is greater than that of monomeric analogue 12, and peaks in its UV and CD spectra at wavelengths greater than 350 nm are shifted to the red of those in 12. Cyclophane 5a, which contains two helicene rings, could be isolated from the reaction mixture in pure form. Its maxima in the UV and CD spectra are not shifted to the red of those of 12, most likely because the two helicene rings in 5a are twisted with respect to one another.

  DOI：

  10.1021/jo972101u

文献信息

• Synthesis of Conjugated Helical Acetylene-Bridged Polymers and Cyclophanes
  作者：Joseph M. Fox、Daniel Lin、Yasuhiro Itagaki、Tsuyoshi Fujita

  DOI：10.1021/jo972101u

  日期：1998.3.1

  Pd(0)-catalyzed reactions of 2,15-diethynyl[6]helicene with derivatives of p- and o-diiodobenzene give, respectively, polymers 4 and cyclophanes 5, in which helicenes are linked by diethynylbenzenes. Both are very soluble in many common solvents. The molar rotation of polymer 4 is greater than that of monomeric analogue 12, and peaks in its UV and CD spectra at wavelengths greater than 350 nm are shifted to the red of those in 12. Cyclophane 5a, which contains two helicene rings, could be isolated from the reaction mixture in pure form. Its maxima in the UV and CD spectra are not shifted to the red of those of 12, most likely because the two helicene rings in 5a are twisted with respect to one another.