5,21-diiodo-17-[2-(4-iodophenyl)phenyl]octacyclo[16.12.0.02,15.03,8.04,29.09,14.019,24.025,30]triaconta-1,3(8),4,6,9,11,13,15,17,19(24),20,22,25(30),26,28-pentadecaene | 883970-42-1

• 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: 5,21-diiodo-17-[2-(4-iodophenyl)phenyl]octacyclo[16.12.0.02,15.03,8.04,29.09,14.019,24.025,30]triaconta-1,3(8),4,6,9,11,13,15,17,19(24),20,22,25(30),26,28-pentadecaene
• CAS: 883970-42-1
• 化学式: C₄₂H₂₁I₃
• 分子量: 906.342
• InChiKey: LHAOWXUHKXRGMI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  12.7
• 重原子数：
  45
• 可旋转键数：
  2
• 环数：
  10.0
• sp3杂化的碳原子比例：
  0.0
• 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：

  5,21-diiodo-17-[2-(4-iodophenyl)phenyl]octacyclo[16.12.0.02,15.03,8.04,29.09,14.019,24.025,30]triaconta-1,3(8),4,6,9,11,13,15,17,19(24),20,22,25(30),26,28-pentadecaene 、 三甲基乙炔基硅 在 哌啶 、 copper(l) iodide 、 四(三苯基膦)钯 作用下， 以42%的产率得到Trimethyl-[2-[21-(2-trimethylsilylethynyl)-17-[2-[4-(2-trimethylsilylethynyl)phenyl]phenyl]-5-octacyclo[16.12.0.02,15.03,8.04,29.09,14.019,24.025,30]triaconta-1,3(8),4,6,9,11,13,15,17,19(24),20,22,25(30),26,28-pentadecaenyl]ethynyl]silane
  参考文献：
  名称：

  Hexa-peri-hexabenzocoronenes by Efficient Oxidative Cyclodehydrogenation:  The Role of the Oligophenylene Precursors

  摘要：

  Oligophenylene precursors based on 1,3,5-tris-(2'-biphenyl)ylbenzene (4a) and 1,4-bis-(2'-biphenyl)yl-2,5-diphenylbenzene (5a) were prepared and utilized for efficient hexabenzocoronene (HBC) synthesis by cyclodehydrogenations. Parent HBC 6a was efficiently synthesized from the 1,3,5-tris-(2'-biphenyl)ylbenzene precursor, and novel D-3h symmetrical HBCs were prepared from 1,3,5-tris-(2'-biphenyl)ylbenzenes with various substitution types. For the preparation of a tert-butyl containing HBC 7 with D-2h symmetry, a two-step cyclodehydrogenation was required because of changes in the spin density distribution.

  DOI：

  10.1021/ol053043z
• 作为产物：
  描述：

  1,3,5-tris[4''-(trimethylsilyl)-2'-biphenyl]ylbenzene 在 一氯化碘 、 三氯化铁 作用下， 以 硝基甲烷 、 二氯甲烷 、 氯仿 为溶剂， 反应 22.0h， 生成 5,21-diiodo-17-[2-(4-iodophenyl)phenyl]octacyclo[16.12.0.02,15.03,8.04,29.09,14.019,24.025,30]triaconta-1,3(8),4,6,9,11,13,15,17,19(24),20,22,25(30),26,28-pentadecaene
  参考文献：
  名称：

  Hexa-peri-hexabenzocoronenes by Efficient Oxidative Cyclodehydrogenation:  The Role of the Oligophenylene Precursors

  摘要：

  Oligophenylene precursors based on 1,3,5-tris-(2'-biphenyl)ylbenzene (4a) and 1,4-bis-(2'-biphenyl)yl-2,5-diphenylbenzene (5a) were prepared and utilized for efficient hexabenzocoronene (HBC) synthesis by cyclodehydrogenations. Parent HBC 6a was efficiently synthesized from the 1,3,5-tris-(2'-biphenyl)ylbenzene precursor, and novel D-3h symmetrical HBCs were prepared from 1,3,5-tris-(2'-biphenyl)ylbenzenes with various substitution types. For the preparation of a tert-butyl containing HBC 7 with D-2h symmetry, a two-step cyclodehydrogenation was required because of changes in the spin density distribution.

  DOI：

  10.1021/ol053043z