tert-butyl-[2-[5-[(E)-2-[5-[6-[(E)-2-(5-hexylthiophen-2-yl)ethenyl]-5-methylpyridin-3-yl]-3-methylpyridin-2-yl]ethenyl]thiophen-2-yl]ethoxy]-dimethylsilane | 847257-99-2

• 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: tert-butyl-[2-[5-[(E)-2-[5-[6-[(E)-2-(5-hexylthiophen-2-yl)ethenyl]-5-methylpyridin-3-yl]-3-methylpyridin-2-yl]ethenyl]thiophen-2-yl]ethoxy]-dimethylsilane
• CAS: 847257-99-2
• 化学式: C₃₈H₅₀N₂OS₂Si
• 分子量: 643.045
• InChiKey: DTWNTFOEZASNQN-FRCMOREXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  11.91
• 重原子数：
  44
• 可旋转键数：
  15
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  91.5
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  tert-butyl-[2-[5-[(E)-2-[5-[6-[(E)-2-(5-hexylthiophen-2-yl)ethenyl]-5-methylpyridin-3-yl]-3-methylpyridin-2-yl]ethenyl]thiophen-2-yl]ethoxy]-dimethylsilane 在 氢氟酸 作用下， 以 四氢呋喃 为溶剂， 反应 5.0h， 以76%的产率得到2-[5-[(E)-2-[5-[6-[(E)-2-(5-hexylthiophen-2-yl)ethenyl]-5-methylpyridin-3-yl]-3-methylpyridin-2-yl]ethenyl]thiophen-2-yl]ethanol
  参考文献：
  名称：

  6-(Arylvinylene)-3-pyridinylboronic esters. Part 1: Versatile building blocks for conjugated chromophores via Suzuki cross-coupling

  摘要：

  This paper describes a general approach for the synthesis of conjugated 6,6'-disubstituted-3,3'-bipyridine chromophores. As preliminary results, 6-(4-hexyl-2-thienylvinylene)-5-methyl-3-bromopyridine, 6-(4-ethanol-2-thienylvinylene)-5-methyl-3-bromopyridine. and the corresponding 3-pyridinylboronic esters have been prepared. Coupled by Suzuki reaction, they gave the conjugated chromophores (I) and (II) in high yields and multigram scales. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(03)01393-5
• 作为产物：
  描述：

  5-己基噻吩-2-甲醛 在 四(三苯基膦)钯 、 potassium carbonate 、 对甲苯磺酸 、 lithium diisopropyl amide 作用下， 以 四氢呋喃 、 水 、 甲苯 为溶剂， 反应 48.0h， 生成 tert-butyl-[2-[5-[(E)-2-[5-[6-[(E)-2-(5-hexylthiophen-2-yl)ethenyl]-5-methylpyridin-3-yl]-3-methylpyridin-2-yl]ethenyl]thiophen-2-yl]ethoxy]-dimethylsilane
  参考文献：
  名称：

  6-(Arylvinylene)-3-pyridinylboronic esters. Part 1: Versatile building blocks for conjugated chromophores via Suzuki cross-coupling

  摘要：

  This paper describes a general approach for the synthesis of conjugated 6,6'-disubstituted-3,3'-bipyridine chromophores. As preliminary results, 6-(4-hexyl-2-thienylvinylene)-5-methyl-3-bromopyridine, 6-(4-ethanol-2-thienylvinylene)-5-methyl-3-bromopyridine. and the corresponding 3-pyridinylboronic esters have been prepared. Coupled by Suzuki reaction, they gave the conjugated chromophores (I) and (II) in high yields and multigram scales. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(03)01393-5

文献信息

• 6-(Arylvinylene)-3-pyridinylboronic esters. Part 1: Versatile building blocks for conjugated chromophores via Suzuki cross-coupling
  作者：Nicolas Leclerc、Isabelle Serieys、André-Jean Attias

  DOI：10.1016/s0040-4039(03)01393-5

  日期：2003.7

  This paper describes a general approach for the synthesis of conjugated 6,6'-disubstituted-3,3'-bipyridine chromophores. As preliminary results, 6-(4-hexyl-2-thienylvinylene)-5-methyl-3-bromopyridine, 6-(4-ethanol-2-thienylvinylene)-5-methyl-3-bromopyridine. and the corresponding 3-pyridinylboronic esters have been prepared. Coupled by Suzuki reaction, they gave the conjugated chromophores (I) and (II) in high yields and multigram scales. (C) 2003 Elsevier Ltd. All rights reserved.