3,3',3''-(8-(1,1,4,4-tetracyano-3-(4-(didodecylamino)phenyl)buta-1,3-dien-2-yl)pyrene-1,3,6-triyl)tris(2-(4-(didodecylamino)phenyl)buta-1,3-diene-1,1,4,4-tetracarbonitrile)

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二芳基庚烷
• 英文名称: 3,3',3''-(8-(1,1,4,4-tetracyano-3-(4-(didodecylamino)phenyl)buta-1,3-dien-2-yl)pyrene-1,3,6-triyl)tris(2-(4-(didodecylamino)phenyl)buta-1,3-diene-1,1,4,4-tetracarbonitrile)
• 英文别名: 2-[4-(Didodecylamino)phenyl]-3-[3,6,8-tris[1,1,4,4-tetracyano-3-[4-(didodecylamino)phenyl]buta-1,3-dien-2-yl]pyren-1-yl]buta-1,3-diene-1,1,4,4-tetracarbonitrile；2-[4-(didodecylamino)phenyl]-3-[3,6,8-tris[1,1,4,4-tetracyano-3-[4-(didodecylamino)phenyl]buta-1,3-dien-2-yl]pyren-1-yl]buta-1,3-diene-1,1,4,4-tetracarbonitrile
• 化学式: C₁₆₈H₂₂₂N₂₀
• 分子量: 2521.74
• InChiKey: HPBVGWMIKGAEAV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  59.4
• 重原子数：
  188
• 可旋转键数：
  104
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  394
• 氢给体数：
  0
• 氢受体数：
  20

反应信息

• 作为产物：
  描述：

  4,4',4'',4'''-(pyrene-1,3,6,8-tetrayltetrakis(ethyne-2,1-diyl))tetrakis(N,N-didodecylaniline) 、 四氰基乙烯 以 二氯甲烷 为溶剂， 反应 1.0h， 以89%的产率得到3,3',3''-(8-(1,1,4,4-tetracyano-3-(4-(didodecylamino)phenyl)buta-1,3-dien-2-yl)pyrene-1,3,6-triyl)tris(2-(4-(didodecylamino)phenyl)buta-1,3-diene-1,1,4,4-tetracarbonitrile)
  参考文献：
  名称：

  Efficient modification of pyrene-derivative featuring third-order nonlinear optics via the click post-functionalization

  摘要：

  A series of pyrene derivatives featuring nonplanar structures of N,N-didodecylanilino-substituted donor and TCNE/TCNQ adduct acceptors have been efficiently synthesized via formal [2+2] cycloaddition. As the efficient click by TCNE and TCNQ, the products show strong charge-transfer (CT) bands in the visible (near-IR region), potent redox activities, and related photophysical properties. UV/vis spectra and electrochemical studies show that the CT properties of these systems are readily tunable by strong cyano acceptor introduction on the nucleophile, which have a larger effect on the lowest unoccupied molecular orbital (LUMO). In particular, compared with the adduct of TCNE, the product clicked with TCNQ possessed a stronger D-A conjugation and bulkier pi spacers. The TCNQ product also has a larger third-order nonlinear optical property which was characterized by Z-scan experiments. This could point to potentially interesting applications of the new pyrene derivatives in optoelectronic devices and develop the new modification process for the design of different pyrene-based molecular electronic devices. (C) 2013 The Authors. Published by Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2013.06.121