4'-[5-bromo-3-methylthiophen-2-yl]-2,2';6',2''-terpyridine | 1263305-59-4

• 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'-[5-bromo-3-methylthiophen-2-yl]-2,2';6',2''-terpyridine
• 英文别名: 4-(5-Bromo-3-methylthiophen-2-yl)-2,6-dipyridin-2-ylpyridine；4-(5-bromo-3-methylthiophen-2-yl)-2,6-dipyridin-2-ylpyridine
• CAS: 1263305-59-4
• 化学式: C₂₀H₁₄BrN₃S
• 分子量: 408.321
• InChiKey: UIUZDDRQMAPBEI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  25
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  66.9
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4'-[5-bromo-3-methylthiophen-2-yl]-2,2';6',2''-terpyridine 在 [1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene](3-chloropiridyl)palladium(II) dichloride 、 potassium carbonate 、 联硼酸频那醇酯 作用下， 以 甲醇 、 甲苯 为溶剂， 反应 18.0h， 以45%的产率得到4-[5-[5-(2,6-Dipyridin-2-ylpyridin-4-yl)-4-methylthiophen-2-yl]-3-methylthiophen-2-yl]-2,6-dipyridin-2-ylpyridine
  参考文献：
  名称：

  Synthesis and photophysical properties of α,ω-bis(terpyridine)oligothiophenes

  摘要：

  Four novel fully pi-conjugated alpha,omega-bis(terpyridine)oligothiophenes characterized by NMR, IR, and HR-mass spectroscopy are presented and their electronic absorption/emission and redox properties are described based on both experiments and theoretical calculations. These compounds can be potentially utilized as building blocks for preparation of conjugated metallo-supramolecular polymers or dynamers and related functional materials. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2010.11.039
• 作为产物：
  描述：

  4'-[3-methylthiophen-2-yl]-2,2';6',2''-terpyridine 在 N-溴代丁二酰亚胺(NBS) 、 溶剂黄146 作用下， 以 二氯甲烷 为溶剂， 以52%的产率得到4'-[5-bromo-3-methylthiophen-2-yl]-2,2';6',2''-terpyridine
  参考文献：
  名称：

  Synthesis and photophysical properties of α,ω-bis(terpyridine)oligothiophenes

  摘要：

  Four novel fully pi-conjugated alpha,omega-bis(terpyridine)oligothiophenes characterized by NMR, IR, and HR-mass spectroscopy are presented and their electronic absorption/emission and redox properties are described based on both experiments and theoretical calculations. These compounds can be potentially utilized as building blocks for preparation of conjugated metallo-supramolecular polymers or dynamers and related functional materials. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2010.11.039

文献信息

• Synthesis and photophysical properties of α,ω-bis(terpyridine)oligothiophenes
  作者：Jan Svoboda、Pavla Štenclová、Filip Uhlík、Jiří Zedník、Jiří Vohlídal

  DOI：10.1016/j.tet.2010.11.039

  日期：2011.1

  Four novel fully pi-conjugated alpha,omega-bis(terpyridine)oligothiophenes characterized by NMR, IR, and HR-mass spectroscopy are presented and their electronic absorption/emission and redox properties are described based on both experiments and theoretical calculations. These compounds can be potentially utilized as building blocks for preparation of conjugated metallo-supramolecular polymers or dynamers and related functional materials. (C) 2010 Elsevier Ltd. All rights reserved.