N,N-diphenyl-4-[2-[4-(6-phenylhexa-1,3,5-triynyl)phenyl]ethynyl]aniline | 1209008-87-6

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: N,N-diphenyl-4-[2-[4-(6-phenylhexa-1,3,5-triynyl)phenyl]ethynyl]aniline
• CAS: 1209008-87-6
• 化学式: C₃₈H₂₃N
• 分子量: 493.607
• InChiKey: ZALCGSQTVYVWLC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.96
• 重原子数：
  39.0
• 可旋转键数：
  3.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  3.24
• 氢给体数：
  0.0
• 氢受体数：
  1.0

反应信息

• 作为产物：
  描述：

  (3-phenylprop-2-yne-1-sulfonyl)benzene 、 3-[4-[2-[4-(N-phenylanilino)phenyl]ethynyl]phenyl]prop-2-ynal 在 氯磷酸二乙酯 、 lithium hexamethyldisilazane 作用下， 以 四氢呋喃 为溶剂， 以15.2%的产率得到N,N-diphenyl-4-[2-[4-(6-phenylhexa-1,3,5-triynyl)phenyl]ethynyl]aniline
  参考文献：
  名称：

  Synthesis and spectroscopic study of diphenylamino-substituted phenylene-(poly)ethynylenes: remarkable effect of acetylenic conjugation modes

  摘要：

  A series of diphenylamino-substituted phenylene-(poly)ethynylenes were successfully synthesized by a combination of Sonogashira coupling and double elimination protocol of p-substituted sulfones. When UV-light was irradiated, the amino-substituted phenylene-(poly)ethynylene emitted strong luminescence. The emission underwent a large bathochromic shift in polar solvent because of stabilization of their charge-separated excited states. Analyses of fluorescence life times of aminoacetylenes revealed that radiationless process was suppressed in the polar solvent CH2Cl2, resulting in high quantum yields. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.12.023

文献信息

• Synthesis and spectroscopic study of diphenylamino-substituted phenylene-(poly)ethynylenes: remarkable effect of acetylenic conjugation modes
  作者：Jing-Kun Fang、De-Lie An、Kan Wakamatsu、Takeharu Ishikawa、Tetsuo Iwanaga、Shinji Toyota、Daisuke Matsuo、Akihiro Orita、Junzo Otera

  DOI：10.1016/j.tetlet.2009.12.023

  日期：2010.2

  A series of diphenylamino-substituted phenylene-(poly)ethynylenes were successfully synthesized by a combination of Sonogashira coupling and double elimination protocol of p-substituted sulfones. When UV-light was irradiated, the amino-substituted phenylene-(poly)ethynylene emitted strong luminescence. The emission underwent a large bathochromic shift in polar solvent because of stabilization of their charge-separated excited states. Analyses of fluorescence life times of aminoacetylenes revealed that radiationless process was suppressed in the polar solvent CH2Cl2, resulting in high quantum yields. (C) 2009 Elsevier Ltd. All rights reserved.