2-chloro-1,1-dimethyl-3,4-diphenyl-5-(phenylethynyl)silole | 763927-20-4

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: 2-chloro-1,1-dimethyl-3,4-diphenyl-5-(phenylethynyl)silole
• 英文别名: 2-Chloro-1,1-dimethyl-3,4-diphenyl-5-(2-phenylethynyl)silole；2-chloro-1,1-dimethyl-3,4-diphenyl-5-(2-phenylethynyl)silole
• CAS: 763927-20-4
• 化学式: C₂₆H₂₁ClSi
• 分子量: 396.991
• InChiKey: OTBZPEUIMBRORT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.94
• 重原子数：
  28
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.08
• 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：

  2-chloro-1,1-dimethyl-3,4-diphenyl-5-(phenylethynyl)silole 在 bis-triphenylphosphine-palladium(II) chloride 、 三乙胺 、 zinc(II) chloride 、 碘甲烷 作用下， 以 四氢呋喃 为溶剂， 反应 14.0h， 生成 2-[(4-iodophenyl)ethynyl]-1,1-dimethyl-3,4-diphenyl-5-(phenylethynyl)silole
  参考文献：
  名称：

  A Controlled, Iterative Synthesis and the Electronic Properties of Oligo[(p-phenyleneethynylene)-alt-(2,5-siloleneethynylene)]s

  摘要：

  An introductory series of conjugated siloleneethynylene co-oligomers has been prepared from a key 2-chloro-5-iodosilole intermediate via site-specific cross-coupling reactions. The tetramer (9) and pentamer (10) both exhibit absorption maxima matching those of the corresponding silole copolymers. Extinction coefficients for the oligomers in this series are large, and in the case of the pentamer (10) the value exceeds 180 000 M-1 cm(-1). The compounds all emit in the visible region with the greatest quantum efficiencies being 8.97 x 10(-2) (monomer) and 2.99 x 10(-2) (pentamer).

  DOI：

  10.1021/ja047983a
• 作为产物：
  描述：

  双(苯基乙炔基)二甲基硅烷 在 四(三苯基膦)钯 、 N-氯代酞酰亚胺 、 碘 、 三乙胺 、 naphthalen-1-yl-lithium 、 zinc(II) chloride 作用下， 以 四氢呋喃 为溶剂， 反应 13.33h， 生成 2-chloro-1,1-dimethyl-3,4-diphenyl-5-(phenylethynyl)silole
  参考文献：
  名称：

  A Controlled, Iterative Synthesis and the Electronic Properties of Oligo[(p-phenyleneethynylene)-alt-(2,5-siloleneethynylene)]s

  摘要：

  An introductory series of conjugated siloleneethynylene co-oligomers has been prepared from a key 2-chloro-5-iodosilole intermediate via site-specific cross-coupling reactions. The tetramer (9) and pentamer (10) both exhibit absorption maxima matching those of the corresponding silole copolymers. Extinction coefficients for the oligomers in this series are large, and in the case of the pentamer (10) the value exceeds 180 000 M-1 cm(-1). The compounds all emit in the visible region with the greatest quantum efficiencies being 8.97 x 10(-2) (monomer) and 2.99 x 10(-2) (pentamer).

  DOI：

  10.1021/ja047983a

文献信息

• A Controlled, Iterative Synthesis and the Electronic Properties of Oligo[(<i>p</i>-phenyleneethynylene)-<i>a</i><i>lt</i>-(2,5-siloleneethynylene)]s
  作者：Andrew J. Boydston、Youshi Yin、Brian L. Pagenkopf

  DOI：10.1021/ja047983a

  日期：2004.8.1

  An introductory series of conjugated siloleneethynylene co-oligomers has been prepared from a key 2-chloro-5-iodosilole intermediate via site-specific cross-coupling reactions. The tetramer (9) and pentamer (10) both exhibit absorption maxima matching those of the corresponding silole copolymers. Extinction coefficients for the oligomers in this series are large, and in the case of the pentamer (10) the value exceeds 180 000 M-1 cm(-1). The compounds all emit in the visible region with the greatest quantum efficiencies being 8.97 x 10(-2) (monomer) and 2.99 x 10(-2) (pentamer).