1,4-二丁氧基-2-碘-5-(2-(三甲基甲硅烷基)乙炔基)苯 | 1035384-83-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 中文名称: 1,4-二丁氧基-2-碘-5-(2-(三甲基甲硅烷基)乙炔基)苯
• 英文名称: 1,4-dibutoxy-2-iodo-5-(2-(trimethylsilyl)ethynyl)benzene
• 英文别名: ((2,5-dibutoxy-4-iodophenyl)ethynyl)trimethyl silane；2,5-dibutoxy-4-iodo-1-(trimethylsilylethynyl)benzene
• CAS: 1035384-83-8
• 化学式: C₁₉H₂₉IO₂Si
• 分子量: 444.428
• InChiKey: OTNVBZRDXNDLOA-UHFFFAOYSA-N

物化性质

• 沸点：
  447.8±45.0 °C(predicted)
• 密度：
  1.26±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.88
• 重原子数：
  23.0
• 可旋转键数：
  8.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.58
• 拓扑面积：
  18.46
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  1,4-二丁氧基-2-碘-5-(2-(三甲基甲硅烷基)乙炔基)苯 在 copper(l) iodide 、 四(三苯基膦)钯 、 四丁基氟化铵 、 三乙胺 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 3.0h， 生成 1,4-bis(2-(2,5-dibutoxy-4-ethynylphenyl)ethynyl)-2,5-dibutoxybezene
  参考文献：
  名称：

  Evaluation of the β Value of the Phenylene Ethynylene Unit by Probing the Exchange Interaction between Two Nitronyl Nitroxides

  摘要：

  A series of nitronyl nitroxide radicals having different lengths of phenylene ethynylene molecular wire were synthesized to investigate the decay constant of p-phenylene ethynylene. By the measurement and simulation of the ESR spectra of the biradicals, it was found that the exchange interaction decreased with a decay constant (beta) of 039 angstrom(-1) as the length of the molecule increased. This result indicates that the spin-spin exchange interaction between neutral radicals has a decay constant similar to that of the molecular conductance. This value of the decay constant indicates that a hopping mechanism does not take place in the measurement of the exchange interaction between neutral radicals even when the molecular wire has enough length to show hopping conduction of electrons.

  DOI：

  10.1021/jo4015062
• 作为产物：
  描述：

  1,4-二丁氧基苯 在 bis-triphenylphosphine-palladium(II) chloride 、 copper(l) iodide 、 mercury(II) diacetate 、 碘 、 二异丙胺 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 生成 1,4-二丁氧基-2-碘-5-(2-(三甲基甲硅烷基)乙炔基)苯
  参考文献：
  名称：

  均一的“星状” Ru（II）聚吡啶基络合物：屏蔽的发色团，用于研究敏化剂-TiO 2界面上的电荷转移

  摘要：

  三个均质的星形钌聚吡啶基络合物，分别称为Star YZ1，Star YZ2和Star YZ3，其中Ru（II）中心与三个联吡啶配体配位，每个配体带有两个低聚（亚苯基乙炔基）（OPE）刚性连接单元，以间苯二甲酸终止合成用于结合至金属氧化物表面的酯基（Ipa）。在Star YZ3中，每个OPE接头均被两个正丁氧基（n- BuO）增溶基团取代。合成了具有均一性但缺乏八面体对称性的星形配合物YZ4作为参考化合物。使用两种方法合成Star配合物：在第一种方法中，Ru（4,4'-（Br）2 -2,2'-bpy）3在Sonogashira交叉偶联反应中与乙炔基-OPE-Ipa接头反应。在第二步中，使2,2'-bpy-OPE-Ipa配体与Ru（DMSO）4（PF 6）2反应。研究了Star配合物在溶液中的光物理行为，并将其固定在介孔纳米TiO 2薄膜（Star / TiO 2）的表面。初步近似，当将化合物固定在TiO

  DOI：

  10.1021/ic4004565

文献信息

• Pyrene fluorescence in 2,7-di(4-phenylethynyl)pyrene-bridged bis(alkenylruthenium) complexes
  作者：Franciska S. Gogesch、Lea Bauer、Florian D. Vollstädt、Michael Linseis、Laura Senft、Ivana Ivanović-Burmazović、Rainer F. Winter

  DOI：10.1039/d3dt03114d

  日期：——

  Complexes PyrDPE-RuCl and PyrDPE-Ruacac with a π-extended 2,7-di(4-phenylethynyl)pyrene linker undergo simultaneous one-electron oxidations of their Ru}-styryl entities. The absence of an intervalence charge-transfer (IVCT) band at intermediate stages, where the mixed-valent, singly oxidized radical cation is present, and spin density confinement to the terminal styryl ruthenium site(s) are tokens

  具有 π-延伸的 2,7-二(4-苯基乙炔基)芘连接体的复合物PyrDPE-Ru Cl和PyrDPE-Ru acac的 Ru}-苯乙烯基实体同时发生单电子氧化。中间阶段不存在间隔电荷转移（IVCT）带，其中存在混合价、单氧化自由基阳离子，并且自旋密度限制在末端苯乙烯基钌位点是缺乏电子耦合的标志跨 π 共轭连接子的 Ru} 实体之间。配合物和游离配体中基于连接基的 π → π* 带的密切相似性以及它们对末端位点氧化的不敏感性表明中心芘基荧光团与富含电子的 Ru}-苯乙烯基末端发生电子解耦。因此，该配合物在 77 K 下提供稳定的基于芘的荧光发射，该荧光发射相对于连接体的荧光发射发生红移。
• Synthesis of multi-branched dipyrromethene dyes with soluble diethynylphenyl links
  作者：Alexandre Haefele、Gilles Ulrich、Pascal Retailleau、Raymond Ziessel

  DOI：10.1016/j.tetlet.2008.04.039

  日期：2008.6

  Multi-branched dyes were prepared using a convergent step-by-step procedure. The key dibutoxydiethynylphenyl spacing units were first linked to a difluoroboradipyrromethene (yellow fluorophore) dye via the pseudo-meso position and then selectively cross-coupled to a di-(4-phenyliodo)ethynylborodiisoindolomethene (red emitter via the boron). When ethynylpyrene units were connected at the periphery to the boron of the yellow emitter, efficient cascade singlet energy transfer events occurred from the pyrene to the yellow and to the red emitters. (C) 2008 Elsevier Ltd. All rights reserved.
• Length Dependence for Intramolecular Energy Transfer in Three- and Four-Color Donor−Spacer−Acceptor Arrays
  作者：Anthony Harriman、Laura J. Mallon、Kristopher J. Elliot、Alexandre Haefele、Gilles Ulrich、Raymond Ziessel

  DOI：10.1021/ja9038856

  日期：2009.9.23

  A series of donor-spacer-acceptor triads has been synthesized and fully characterized. Both donor and acceptor units are built from boron dipyrromethene (BODIPY) dyes but they differ in their respective conjugation lengths, and thereby offer quite disparate optical properties. The spacer units comprise an oligomer of 1,4-phenylene-diethynylene repeat units and allow the boron-boron separation distance to be varied progressively from 18 to 38 angstrom. A notable feature of this series is that each subunit can be selectively excited with monochromatic light. Highly efficacious electronic energy transfer (EET) occurs from the first-excited singlet state localized on the conventional BODIPY dye to its counterpart resident on the expanded BODIPY-based nucleus, but the rate constant follows a nonlinear evolution with separation distance. Overall, the rate of EET falls by only a factor of 4-fold on moving from the shortest to the longest spacer. This shallow length dependence is a consequence of the energy gap between donor and spacer units becoming smaller as the molecular length increases. Interestingly, a simple relationship exists between the measured electronic resistance of the spacer unit and the Huang-Rhys factor determined by emission spectroscopy. Both parameters relate to the effective conjugation length. Direct illumination of the spacer unit leads to EET to both terminals, followed by EET from conventional BODIPY to the expanded version. In each case, EET to the expanded dye involves initial population of the second-singlet excited state, whereas transfer from spacer to the conventional BODIPY dye populates the S-2 state for shorter lengths but the S, state for the longer analogues. The rate of EET from spacer to conventional BODIPY dye, as measured for the corresponding molecular dyads, is extremely fast,(>10(11) s(-1)) and scales with the spectral overlap integral. The relative partitioning of EET from the spacer to each terminal is somewhat sensitive to the molecular length, with the propensity to populate the conventional BODIPY dye changing from 65% for N = 0 to 45% for N = 2. The most likely explanation for this behavior can be traced to the disparate spectral overlap integrals for the two dyes. These systems have been complemented by a molecular tetrad in which pyrene residues replace the fluorine atoms present on the conventional BODIPY-based dye. Here, rapid EET occurs from pyrene to the BODIPY dye and is followed by slower, long-range EET to the opposite terminal. Such materials are seen as highly attractive solar concentrators when dispersed in transparent plastic media and used under conditions where both inter- and intramolecular EET operate.