4'-(2-5,8,11,14,17-penta-tert-butylhexa-peri-hexabenzocoronene)-2,2';6',2''-terpyridine | 1215859-70-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 芘
• 英文名称: 4'-(2-5,8,11,14,17-penta-tert-butylhexa-peri-hexabenzocoronene)-2,2';6',2''-terpyridine
• 英文别名: HBC-tpy；4-(11,20,25,34,39-Pentatert-butyl-6-tridecacyclo[28.12.0.02,15.03,8.04,41.09,14.013,18.016,29.017,22.023,28.027,32.031,36.037,42]dotetraconta-1(42),2,4(41),5,7,9(14),10,12,15,17,19,21,23,25,27,29,31(36),32,34,37,39-henicosaenyl)-2,6-dipyridin-2-ylpyridine
• CAS: 1215859-70-3
• 化学式: C₇₇H₆₇N₃
• 分子量: 1034.4
• InChiKey: DICSCQZRYSOEKA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  23
• 重原子数：
  80
• 可旋转键数：
  8
• 环数：
  16.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  38.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  4-[4-[2,3,4,5,6-Pentakis(4-tert-butylphenyl)phenyl]phenyl]-2,6-dipyridin-2-ylpyridine 在 iron(III) chloride 作用下， 以 硝基甲烷 、 二氯甲烷 为溶剂， 以86%的产率得到4'-(2-5,8,11,14,17-penta-tert-butylhexa-peri-hexabenzocoronene)-2,2';6',2''-terpyridine
  参考文献：
  名称：

  Superaromatic Terpyridines: Hexa-peri-hexabenzocoronenes with Tridentate Functionality

  摘要：

  Two superaromatic terpyridine ligands (1 and 2) incorporating a hexa-peri-hexabenzocoronene (HBC) unit at the 4'-position have been prepared. In 1, the terpyridine and the HBC domains are directly fused, while in 2, they are separated by an acetylene linker. Also presented is the synthesis and characterization of several novel HBC derivatives, including 2-iodo-5,8,11,14,17-pentat-tert-butyl-hexa-peri-hexabenzocoronene (7), a valuable synthetic intermediate. Different synthetic routes to 1 and 2 are employed, and two alternative methods resulted in excellent yields of 2. The optical properties of both novel terpyridines are examined using UV-visible absorption and emission spectroscopy. The single-crystal X-ray structures of 7 and a precursor, 4-iodo-4'-tert-butylphenylacetylene (5), are discussed.

  DOI：

  10.1021/jo902526u

文献信息

• Superaromatic Terpyridines: Hexa-<i>peri</i>-hexabenzocoronenes with Tridentate Functionality
  作者：Frances A. Murphy、Sylvia M. Draper

  DOI：10.1021/jo902526u

  日期：2010.3.19

  Two superaromatic terpyridine ligands (1 and 2) incorporating a hexa-peri-hexabenzocoronene (HBC) unit at the 4'-position have been prepared. In 1, the terpyridine and the HBC domains are directly fused, while in 2, they are separated by an acetylene linker. Also presented is the synthesis and characterization of several novel HBC derivatives, including 2-iodo-5,8,11,14,17-pentat-tert-butyl-hexa-peri-hexabenzocoronene (7), a valuable synthetic intermediate. Different synthetic routes to 1 and 2 are employed, and two alternative methods resulted in excellent yields of 2. The optical properties of both novel terpyridines are examined using UV-visible absorption and emission spectroscopy. The single-crystal X-ray structures of 7 and a precursor, 4-iodo-4'-tert-butylphenylacetylene (5), are discussed.