4-(2-{3,5-bis[2-(2,2':6',2''-terpyridine-4'-yl)ethyl]-2,4,6-trimethylphenyl}ethyl)-2,2':6'2''-terpyridine

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 4-(2-{3,5-bis[2-(2,2':6',2''-terpyridine-4'-yl)ethyl]-2,4,6-trimethylphenyl}ethyl)-2,2':6'2''-terpyridine
• 英文别名: 4-[2-[3,5-Bis[2-(2,6-dipyridin-2-ylpyridin-4-yl)ethyl]-2,4,6-trimethylphenyl]ethyl]-2,6-dipyridin-2-ylpyridine；4-[2-[3,5-bis[2-(2,6-dipyridin-2-ylpyridin-4-yl)ethyl]-2,4,6-trimethylphenyl]ethyl]-2,6-dipyridin-2-ylpyridine
• 化学式: C₆₀H₅₁N₉
• 分子量: 898.125
• InChiKey: UKHYNDDDYGRIHA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  10.2
• 重原子数：
  69
• 可旋转键数：
  15
• 环数：
  10.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  116
• 氢给体数：
  0
• 氢受体数：
  9

反应信息

• 作为产物：
  描述：

  2,4,6-三溴甲基三甲基苯 、 4'-甲基-2,2':6',2''-三联吡啶 在 lithium diisopropyl amide 作用下， 以 四氢呋喃 为溶剂， 反应 13.0h， 以20%的产率得到4-(2-{3,5-bis[2-(2,2':6',2''-terpyridine-4'-yl)ethyl]-2,4,6-trimethylphenyl}ethyl)-2,2':6'2''-terpyridine
  参考文献：
  名称：

  Redox Active Ordered Arrays via Metal Initiated Self-Assembly of Terpyridine Based Ligands

  摘要：

  The interfacial reaction of terpyridyl-pendant poly-amido amine (PAMAM) dendrimers (dend-n-tpy; n = 4, 8, 32) and of bis-terpyridine containing bridging ligands (tpy-bridge-tpy), dissolved in CH2Cl2, with aqueous Fe2+ or Co2+ gives rise to film formation on HOPG and Pt(111) single crystal surfaces. Molecularly resolved STM images reveal that these films form highly ordered 2-D trigonal arrays, which appear to be composed of one-dimensional polymeric strands with a repeat unit of (tpy-dendrimer-tpy-M)(x), in the case of dendrimers, or (tpy-bridge-tpy-M)(x), in the case of the bridging ligands. An extensive study with ligands of tailored architecture has been carried out, providing insight on the relationship between the ligand's molecular structure and that of the resulting films. The formation of ordered domains appears to be controlled, at least in part, by the rigidity of the molecule containing the terpyridine groups. Films derived from bridging ligands containing long chains did not give rise to observable periodic structures, whereas, rotationally hindered bridging ligands gave rise to well-ordered films. The use of optically active ligands gave rise to helical structures whose sense was dependent on the chirality of the molecule employed. The physical extension of the ordered domains appears to be delimited by terrace width on the HOPG surface. The dimensions obtained from an analysis of STM images are consistent with the estimated size (from molecular modeling) of the molecules from which the films were derived. In all cases, the films are electrochemically active and exhibit a metal based reversible wave at a formal potential that corresponds to that for the respective [M(tpy)(2)](+2) complex.

  DOI：

  10.1021/jp0105645

文献信息

• Redox Active Ordered Arrays via Metal Initiated Self-Assembly of Terpyridine Based Ligands
  作者：Diego J. Díaz、Stefan Bernhard、Gregory D. Storrier、Héctor D. Abruña

  DOI：10.1021/jp0105645

  日期：2001.9.1

  The interfacial reaction of terpyridyl-pendant poly-amido amine (PAMAM) dendrimers (dend-n-tpy; n = 4, 8, 32) and of bis-terpyridine containing bridging ligands (tpy-bridge-tpy), dissolved in CH2Cl2, with aqueous Fe2+ or Co2+ gives rise to film formation on HOPG and Pt(111) single crystal surfaces. Molecularly resolved STM images reveal that these films form highly ordered 2-D trigonal arrays, which appear to be composed of one-dimensional polymeric strands with a repeat unit of (tpy-dendrimer-tpy-M)(x), in the case of dendrimers, or (tpy-bridge-tpy-M)(x), in the case of the bridging ligands. An extensive study with ligands of tailored architecture has been carried out, providing insight on the relationship between the ligand's molecular structure and that of the resulting films. The formation of ordered domains appears to be controlled, at least in part, by the rigidity of the molecule containing the terpyridine groups. Films derived from bridging ligands containing long chains did not give rise to observable periodic structures, whereas, rotationally hindered bridging ligands gave rise to well-ordered films. The use of optically active ligands gave rise to helical structures whose sense was dependent on the chirality of the molecule employed. The physical extension of the ordered domains appears to be delimited by terrace width on the HOPG surface. The dimensions obtained from an analysis of STM images are consistent with the estimated size (from molecular modeling) of the molecules from which the films were derived. In all cases, the films are electrochemically active and exhibit a metal based reversible wave at a formal potential that corresponds to that for the respective [M(tpy)(2)](+2) complex.