2,7,12-triiodo-5,5',10,10',15,15'-hexaethyltruxene | 913080-62-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 芴
• 英文名称: 2,7,12-triiodo-5,5',10,10',15,15'-hexaethyltruxene
• 英文别名: 9,9,18,18,27,27-Hexaethyl-6,15,24-triiodoheptacyclo[18.7.0.02,10.03,8.011,19.012,17.021,26]heptacosa-1,3(8),4,6,10,12(17),13,15,19,21(26),22,24-dodecaene
• CAS: 913080-62-3
• 化学式: C₃₉H₃₉I₃
• 分子量: 888.452
• InChiKey: XJUIODCHBJFMKK-UHFFFAOYSA-N

物化性质

• 沸点：
  735.8±60.0 °C(Predicted)
• 密度：
  1.606±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  14.6
• 重原子数：
  42
• 可旋转键数：
  6
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.38
• 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：

  2,7,12-triiodo-5,5',10,10',15,15'-hexaethyltruxene 、 二苯胺 在 18-冠醚-6 、 铜 、 potassium carbonate 作用下， 以 various solvent(s) 为溶剂， 反应 8.0h， 以52%的产率得到2,7,12-tris(N,N-diphenylamino)-5,5',10,10',15,15'-hexaethyltruxene
  参考文献：
  名称：

  Acceptor or Donor (Diaryl B or N) Substituted Octupolar Truxene:  Synthesis, Structure, and Charge-Transfer-Enhanced Fluorescence

  摘要：

  Two diaryl B- and N-substituted truxene charge-transfer compounds B3 and N3 have been synthesized. The fluorescence intensities of several nonfunctionalized truxene compounds are 1 order of magnitude weaker than that of B3 and N3. To reveal the structure-property correlations, the X-ray structures of B3 and N3 and their precursors 3 and 4 have been determined. The extended molecular dimension, the especially shortened B-C bond, and the improved planarity of B3 can serve as direct structural evidence for the charge transfer.

  DOI：

  10.1021/jo061210i
• 作为产物：
  描述：

  5,5',10,10',15,15'-hexaethyltruxene 在 硫酸 、 碘 、 碘酸 、 溶剂黄146 作用下， 以 四氯化碳 、 水 为溶剂， 生成 2,7,12-triiodo-5,5',10,10',15,15'-hexaethyltruxene
  参考文献：
  名称：

  支链戊烯和三吲哚化合物及其固态发光增强

  摘要：

  C 3对称的丁烯和三吲哚已被广泛用于设计支化光电分子。然而，它们中的大多数在溶液中表现出高的发光效率并且在固态下表现出猝灭的发光。在这里，我们分别选择烷基化的丁烯和三吲哚为中心核，以2-甲基苯基为外围官能团来合成三个支链化合物。结合理论计算探索了它们的光物理性质。这三种化合物表现出良好的溶解性和高固态荧光量子产率。与戊烯化合物相比，三吲哚化合物的吸收和发射峰表现出明显的红移，这表明三吲哚比tr烯具有更高的电子离域作用。

  DOI：

  10.1016/j.saa.2016.03.046

文献信息

• Synthesis and photophysical properties of three (multi)branched planar molecules
  作者：Mao-Sen Yuan、Qi Fang、Yan-Rong Zhang、Qi Wang

  DOI：10.1016/j.saa.2011.04.029

  日期：2011.9

  three-branched truxene π-conjugated compounds TS1, TS2 and TS3 have been prepared using a Heck reaction. Their linear absorption, single- and two-photon excited fluorescence were examined. The three analogues emit blue fluorescence at 420 nm. The number of branches has no influence on the position of the absorption maxima of the charge transfer band and fluorescence emitting maxima. However, the molar

  已经使用Heck反应制备了三个噻吩乙烯基取代的一，二和三支芳烃π-共轭化合物TS1，TS2和TS3。检查了它们的线性吸收，单光子和双光子激发的荧光。这三个类似物在420 nm处发出蓝色荧光。支链的数目对电荷转移带的吸收最大值和荧光发射最大值的位置没有影响。但是，电荷转移带的摩尔消光系数几乎随支链数线性增加。八极三支化合物TS3的两光子吸收截面是二支化合物TS2的几倍和一分支化合物TS1。
• Triarylborane-terminalized branched π-conjugative dyes: Synthesis, structure and optoelectronic properties
  作者：Mao-Sen Yuan、Dong-En Wang、Tian-Bao Li、Yongqian Xu、Wen-Ji Wang、Qin Tu、Yanrong Zhang、Manlin Li、Jinyi Wang

  DOI：10.1016/j.dyepig.2014.03.014

  日期：2014.8
• Symmetrical and asymmetrical (multi)branched truxene compounds: Structure and photophysical properties
  作者：Mao-Sen Yuan、Qi Wang、Wen-Ji Wang、Tian-Bao Li、Lin Wang、Wei Deng、Zhen-ting Du、Jun-Ru Wang

  DOI：10.1016/j.dyepig.2012.04.008

  日期：2012.11

  A series of symmetrical and asymmetrical (multi)branched truxene derivatives have been synthesized by incorporating different pi-conjugated functional groups to truxene. Linear absorption and single- and two-photon excited fluorescence properties of the obtained compounds were examined. The spectral data combining the results of theoretical calculation and the X-ray crystal structures demonstrate that the intramolecular charge transfer of the C-3-symmetric truxene-core compounds keep independence of every branch and shifts site-to-site upon excitation. The asymmetric molecule SN behaves the intramolecular excitation transfer between more than two energy levels, which maybe different from the symmetric ones. Meanwhile, the C-3-symmetric octupolar conformation and the C(sp(2)) = C(sp(2)) pi-linker are effective structural pattern for two-photon absorption compounds. (C) 2012 Elsevier Ltd. All rights reserved.
• Donor-and-Acceptor Substituted Truxenes as Multifunctional Fluorescent Probes
  作者：Mao-Sen Yuan、Zhi-Qiang Liu、Qi Fang

  DOI：10.1021/jo071064w

  日期：2007.10.1

  A series of dimesitylboryl acceptor (mesityl = 2,4,6-trimethylphenyl) and/or diphenylamino donor (-N(Ph)(2))-substituted truxene derivatives, classified as D-or-A substituted compounds and D-and-A substituted charge-transfer compounds, have been synthesized. Two D-and-A substituted truxene compounds, namely, 2-dimesitylboryl-7,12-di(N,N-diphenylalnino)-5,5',10,10',15,15'-hexaethyltruxene (BN2) and 2,7-di(dimesitylboryl)-12-(N,N-diphenylamino)-5,5',10,10',15,15'-hexaethyltruxene (B2N), exhibit extraordinarily large solvatochromism ranging from 420 nm (in hexane) to 580 nm (in acetonitrile) in aprotic solvents, which can be used to probe the polarity of the solution environment. Due to proton-donor interactions, the solvatochromic red shift of BN2 and B2N in protic solvents has been significantly decreased, and this effect can be used to identify local protic and aprotic environment. Furthermore, because of the interaction between F- and acceptor, BN2 and B2N show sharp spectral response to fluoride ion concentration. The simultaneous "turn-off" at 500 nun and "turn-on" at 380 nm of the fluorescence signal have provided a good example of a fluorescent ratiometric method, which can greatly enhance the sensitivity of the fluoride ion probe. Underlying these interesting spectral phenomena and multifunctional probe properties is the charge-transfer strategy of grafting donor and acceptor moieties, as A-pi-D-2 or A(2)-pi-D style, to the triangular truxene.