3-iodo-5,5,10,10,15,15-hexahexyltruxene | 672314-70-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 芴
• 英文名称: 3-iodo-5,5,10,10,15,15-hexahexyltruxene
• 英文别名: iodohexahexyltruxene；9,9,18,18,27,27-Hexahexyl-6-iodoheptacyclo[18.7.0.02,10.03,8.011,19.012,17.021,26]heptacosa-1,3(8),4,6,10,12,14,16,19,21,23,25-dodecaene
• CAS: 672314-70-4
• 化学式: C₆₃H₈₉I
• 分子量: 973.304
• InChiKey: KZUYMKKAUQTPAD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  26.3
• 重原子数：
  64
• 可旋转键数：
  30
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.62
• 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：

  3-iodo-5,5,10,10,15,15-hexahexyltruxene 在 palladium diacetate 、 镍 氢氧化钾 、 氢气 、 sodium carbonate 、 三苯基膦 作用下， 以 甲醇 、 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 24.0h， 生成 3-(5,5,10,10,15,15-Hexahexyl-10,15-dihydro-5H-diindeno[1,2-a;1',2'-c]fluoren-2-yl)-propionic acid
  参考文献：
  名称：

  具有交替的五元和六元环的单分子纳米级多环芳烃：合成和光学性质。

  摘要：

  [结构：见正文]已经开发了一种新的对称性多环芳族化合物的合成方案，该芳族化合物以苯或环辛二烯（COT）环为核心，交替稠合的苯和环戊二烯环为分支。TiCl（4）促进环化通过苯或COT骨架的“原位”生成构造平面三聚体和管状四聚体。6b，7a，7b和10的结构已通过（1）H和（13）C NMR光谱和MALDI-TOF质谱进行了表征。这些多环芳族化合物还表现出令人感兴趣的光学性质。

  DOI：

  10.1021/ol047625c
• 作为产物：
  描述：

  5,5,10,10,15,15-hexahexyl-10,15-dihydro-5H-diindeno[1,2-a:1',2'-c]fluoren-2-amine 在 盐酸 、 sodium nitrite 、 potassium iodide 作用下， 以 二氯甲烷 、 水 为溶剂， 生成 3-iodo-5,5,10,10,15,15-hexahexyltruxene
  参考文献：
  名称：

  一种七元瓜环-三聚茚衍生物的合成方法及应用

  摘要：

  本发明公开了一种七元瓜环‑三聚茚衍生物的合成方法及应用，所述七元瓜环‑三聚茚衍生物是将单羟基七元瓜环衍生化为4‑乙烯苄氧基七元瓜环，三聚茚衍生化为2‑碘‑5,5＇,10,10＇,15,15＇‑六己基三聚茚，然后将4‑乙烯苄氧基七元瓜环和2‑碘‑5,5＇,10,10＇,15,15＇‑六己基三聚茚通过取代反应合成七元瓜环‑三聚茚衍生物。该七元瓜环‑三聚茚衍生物，具有较好的有机溶解性，能溶于二氯甲烷、氯仿等有机溶剂中，改变了瓜环不能溶于有机溶剂的瓶颈。以七元瓜环‑三聚茚衍生物为固定相，通过静态凃渍法制备了高性能的毛细管气相色谱柱，能有效分离难分离的二甲苯异构体以及芳香胺异构体化合物，分离性能优于商品色谱柱HP‑5。

  公开号：

  CN115626930A

文献信息

• Star-Shaped and Linear Nanosized Molecules Functionalized with Hexa-<i>p</i><i>eri</i>-hexabenzocoronene:  Synthesis and Optical Properties
  作者：Xiao-Yu Cao、Hong Zi、Wei Zhang、Hua Lu、Jian Pei

  DOI：10.1021/jo0480139

  日期：2005.4.1

  compounds are performed by a combination of MALDI-TOF mass spectrometry, UV−vis, and fluorescence spectrometry. The electronic and photophysical properties are studied by orthogonal comparisons of the absorption and fluorescence spectra in THF solutions, which not only give insight into the interactions among aromatic submoieties in each molecule and the effects of meta-conjugation and para-conjugation

  已经开发出一种有望建立具有不同分子拓扑结构的新的星形和线性多环芳烃（PAHs）家族的合成策略。碘化物衍生物2a - e与Pd（0）催化的苯乙炔之间的Sonogashira反应以高收率提供3a - e。FeCl 3氧化后，3a - e和四苯基环菲二烯之间的狄尔斯-阿尔德和脱羰反应产生星形和线性的PAH 5a - e包含一个五元环。所有新化合物的结构分析和光学性质都是结合MALDI-TOF质谱，UV-vis和荧光光谱进行的。通过正交比较THF溶液中的吸收光谱和荧光光谱，研究了电子和光物理性质，这不仅使您深入了解了每个分子中芳族亚基之间的相互作用以及元共轭和对共轭对电子离域的影响，而且还表明从低聚苯乙炔3a - e到低聚苯撑树枝状大分子4a - e和PAHs 5a - e的有效共轭长度变化。星形图5c显示在激发态最高聚合与其它四个六相比围-hexabenzocoronene（HBC）衍生物。
• Rendering cross-conjugated azophenine derivatives emissive to probe the silent photophysical properties of emeraldine
  作者：Hu Lei、Adam Langlois、Daniel Fortin、Paul-Ludovic Karsenti、Shawkat M. Aly、Pierre D. Harvey

  DOI：10.1039/c7cp04102k

  日期：——

  A fluorescent azophenine derivative was synthesized by coupling truxene and azophenine via the copper-free Sonagashira reaction using Pd₂(dba)₃ and As(PPh)₃ as catalysts.

  通过使用Pd2(dba)3和As(PPh)3作为催化剂，通过无铜Sonagashira反应将三苯乙烯和偶氮苯耦合，合成了一种荧光偶氮苯衍生物。
• Platinum Complexes of <i>N</i>,<i>N</i>′,<i>N</i>″,<i>N</i>‴-Diboronazophenines
  作者：Hu Lei、Shawkat M. Aly、Paul-Ludovic Karsenti、Daniel Fortin、Pierre D. Harvey

  DOI：10.1021/acs.inorgchem.7b01942

  日期：2017.11.6

  Azophenine, (α-C6H5NH)2(C6H5–N═C6H2═N–C6H5), well known to be non-emissive, was rigidified by replacing two amine protons by two difluoroboranes (BF2+) and further functionalized at the para-positions of the phenyl groups by luminescent trans-ArC≡C–Pt(PR3)2-C≡C ([Pt]) arms [Ar = C6H4 (R = Et), hexa(n-hexyl)truxene) (Tru; R = Bu)]. Two effects are reported. First, the linking of these [Pt] arms with

  偶氮苯丙胺（α- C6 H 5 NH）2（C 6 H 5 –N═C 6 H 2 ═N–C 6 H 5），通过将两个胺质子替换为两个而被硬化二氟硼烷（BF 2 +），并通过发光的反式-ArC≡C–Pt（PR 3）2- C≡C（[Pt]）臂在苯基的对位进一步官能化[Ar = C 6 H 4（ R = Et），六（正己基）甲苯（Tru; R = Bu）]。报告了两种效果。首先，这些[Pt]臂与中央偶氮苯环（C 6 H 4 –N═C 6 H 2（NH）2 = N–C 6 H 4；Q）的连接产生非常低的能量电荷转移（CT）单重态和三重态激发态（3,1（[Pt] -to- Q）*）的吸收带一直延伸到800 nm。其次，通过掺入BF 2 +来使偶氮苯胺硬化单位使得低辐射的CT单重态在298和77 K处在近红外区域清晰发射。DFT计算将三重态发射置于1200-1400 nm范围内，但未检测到磷光。研究了光
• π-Conjugated Twin Molecules Based on Truxene:  Synthesis and Optical Properties
  作者：Xiao-Yu Cao、Wei Zhang、Hong Zi、Jian Pei

  DOI：10.1021/ol048144w

  日期：2004.12.1

  [Graphics]A series of novel extended pi-conjugated twin molecules based on 10,15-dihydro-5H-diindeno[1,2-alpha;1',2'-c]fluorene (truxene) have been prepared via Pd(0)-catalyzed Suzuki coupling, Sonogashira coupling, and McMurry reactions, respectively. 9,9'-Spirobifluorenylene, ethynylene, and vinylene groups as the bridge are introduced to connect both truxene moieties to understand the effect of the large steric chromophores on the properties of the desired materials. The investigation of optical properties of TM1-3 by UV-vis and photoluminescent spectroscopy demonstrates that the optical properties of the twin molecules are strongly affected by the pi-linkages.
• Luminescent Organometallic Complexes Built upon the Nonemissive Azophenine
  作者：Hu Lei、Shawkat M. Aly、Paul-Ludovic Karsenti、Daniel Fortin、Pierre D. Harvey

  DOI：10.1021/acs.organomet.6b00789

  日期：2017.2.13

  Azophenine, C6H2(=NPh)(2)(NHPh)(2), is renowned to be nonemissive in solution or in the solid state at 298 and 77 K. It was rendered luminescent in solution at room temperature without using any cyclization strategy of the N boolean AND N end by anchoring two or four trans-RC CPt(PBu3)(2)(C C) units (R = hexa-n-hexyltruxene (Tru)) on the azophenine. Complexes of the general formulas C6H2(=NC6H4C CSiMe3)(2)(NHPtTru)(2) (DiPtTruQ) and C6H2(= NPtTru)(2)(NHPtTru)(2)(TertPtTruQ), where Pt = transc(6)H(4)C CPt(PBu3)(2)C C, exhibit fluorescence (420 nm) and phosphorescence (512 nm) bands arising from upper localized pi pi*/C6H4C C to TruC C charge transfer singlet and triplet excited states in 2MeTHF at 298 and 77 K. This latter assignment is based on DFT computations (B3LYP). Moreover, DiPtTru and TertPtTru exhibit low -energy absorption bands with maxima in the 470-485 nm range extending all the way to 600-650 nm. These spectral features are associated with charge transfer (CT) excited states: namely, TruPt -> Q(Q = C6H2N2(NH)(2)). No emission band (fluorescence or phosphorescence) associated with these CT states has been detected at 298 K, but weak fluorescence bands (lambda(max) similar to 750 nm) decaying on the picosecond time scale have been observed in both cases. Biexponential decays were also often noted and likely reflect the presence of the possible conformers associated with the two possible dihedral angles made by the C6H4 plane and the central C6H2N2(NH)(2) core. No evidence for electron transfer between the TruPt arms and Qwas observed.