1,4-bis(2-(trimethylsilyl)ethynyl)-2,5-dibutoxybenzene | 294674-96-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 1,4-bis(2-(trimethylsilyl)ethynyl)-2,5-dibutoxybenzene
• 英文别名: 1,4-bis(trimethylsilylethynyl)-2,5-dibutoxybenzene；2,5-bis(trimethylsilylethynyl)-1,4-dibutoxybenzene；2-[2,5-Dibutoxy-4-(2-trimethylsilylethynyl)phenyl]ethynyl-trimethylsilane
• CAS: 294674-96-7
• 化学式: C₂₄H₃₈O₂Si₂
• 分子量: 414.736
• InChiKey: TZQZNUMSACJENC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.5
• 重原子数：
  28
• 可旋转键数：
  12
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.58
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1,4-bis(2-(trimethylsilyl)ethynyl)-2,5-dibutoxybenzene 在 甲醇 、 potassium hydroxide 作用下， 反应 1.0h， 以90.9%的产率得到1,4-二(乙炔基)-2,5-二(丁氧基)苯
  参考文献：
  名称：

  基于聚合物的荧光传感器，结合了三唑部分，可通过点击反应检测Hg 2+

  摘要：

  所述聚合物可以通过使1,4-二丁氧基-2,5-二乙炔苯的聚合而得到（M-1）与1,4- diazidobenzene（M-2） 通过点击反应。该聚合物显示蓝色荧光。通过荧光光谱研究了聚合物对各种过渡金属离子的响应光学性质。与其他阳离子（例如Co 2 +，Ni 2 +，Ag +，Cd 2 +，Cu 2+和Zn 2+）相比，Hg 2+可以表现出聚合物Hg 2+的最显着的荧光响应由于作为金属结合配体的聚合物主链中的三唑部分，其可以表现出聚合物最显着的荧光响应。结果表明，这种通过点击反应合成的具有三唑部分的共轭聚合物可以作为Hg 2+检测的选择性荧光传感器。

  DOI：

  10.1016/j.polymer.2010.05.001
• 作为产物：
  描述：

  对苯二酚 在 potassium iodate 、 copper(l) iodide 、 四(三苯基膦)钯 、 硫酸 、 碘 、 potassium carbonate 、 溶剂黄146 、 三乙胺 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 72.0h， 生成 1,4-bis(2-(trimethylsilyl)ethynyl)-2,5-dibutoxybenzene
  参考文献：
  名称：

  基于聚合物的荧光传感器，结合了三唑部分，可通过点击反应检测Hg 2+

  摘要：

  所述聚合物可以通过使1,4-二丁氧基-2,5-二乙炔苯的聚合而得到（M-1）与1,4- diazidobenzene（M-2） 通过点击反应。该聚合物显示蓝色荧光。通过荧光光谱研究了聚合物对各种过渡金属离子的响应光学性质。与其他阳离子（例如Co 2 +，Ni 2 +，Ag +，Cd 2 +，Cu 2+和Zn 2+）相比，Hg 2+可以表现出聚合物Hg 2+的最显着的荧光响应由于作为金属结合配体的聚合物主链中的三唑部分，其可以表现出聚合物最显着的荧光响应。结果表明，这种通过点击反应合成的具有三唑部分的共轭聚合物可以作为Hg 2+检测的选择性荧光传感器。

  DOI：

  10.1016/j.polymer.2010.05.001

文献信息

• Synthesis and antitumor activity of novel alkynyl (phosphine) digold(I) complexes
  作者：Qiu Mei Chen、Yi Chen、Xiang Hua Wu

  DOI：10.1007/s11243-021-00467-3

  日期：2021.10

  MTT assay against four tumor cell lines. Compared to alkyl-functionalized complexes, the oligo(ethylene glycol)methylether-functionalized complexes showed significant antitumor activity, which may be attributed to the improvement of the hydrophilicity of the complex to achieve the appropriate lipophilicity. In particular, complex [(AuPPh3)2µ-C≡C–C6H2(OCH2CH2OCH2CH2OCH3)2-2,3-C≡C}] (2j) displayed high

  一系列 1,4-二取代二金-炔基配合物 [(PPh 3 )Au] 2 ( μ -C≡C – Ar-CH≡C)]，其中 1,4-二乙烯基苯桥包含两个烷基或寡聚不同位置（2,5-和2,3-位）的（乙二醇）甲基醚侧链已被合成并通过光谱技术进行结构表征。[(AuPPh 3 ) 2 µ-C≡C–C 6 H 2 (OC 6 H 13 ) 2 -2,5-C≡C}] ( 2c) 已通过 X 射线晶体学确定。通过对四种肿瘤细胞系的 MTT 测定研究了它们的体外抗肿瘤活性。与烷基官能化配合物相比，低聚（乙二醇）甲基醚官能化配合物显示出显着的抗肿瘤活性，这可能是由于提高了配合物的亲水性以达到适当的亲脂性。特别地，络合物 [(AuPPh 3 ) 2 µ-C≡C–C 6 H 2 (OCH 2 CH 2 OCH 2 CH 2 OCH 3 ) 2 -2,3-C≡C}] ( 2j) 对 A549 细胞系显示出高活性，
• Large stokes shift chiral polymers containing (R,R)-salen-based binuclear boron complex: Synthesis, characterization, and fluorescence properties
  作者：Xiao Ma、Jiemin Jiao、Jing Yang、Xiaobo Huang、Yixiang Cheng、Chengjian Zhu

  DOI：10.1016/j.polymer.2012.07.003

  日期：2012.8

  Two novel chiral fluorescence polymers P-1 and P-2 incorporating (R,R)-salen-based binuclear boron complex in the main chain backbone were synthesized by (R,R)-salen-based boron complex (M-1) with 9,9-dibutyl-2,7-diethynyl-9H-fluorene (M-2) and 1,4-dibutoxy-2,5-diethynylbenzene (M-3) via Pd-catalyzed Sonogashira coupling reaction, respectively. The chiral polymers were characterized by H-1 NMR, UV-vis spectroscopy, photoluminescence (PL), gel permeation chromatography (GPC), TGA, DSC, cyclic voltammetry (CV), and theoretical calculation using density-functional theory (DFT) method. P-1 and P-2 show anisotropic fluorescence property with emission spectral maxima at 474 nm and 514 nm, respectively. Both two chiral polymers can exhibit high fluorescence quantum yields (up to 44% and 52%) with large Stokes shifts over 90 nm. The DFT theoretical calculation of the polymer repeating units indicates that the optical band gaps of P-1 is higher than that of P-2, which was consistent with the CV determination results. (C) 2012 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.
• Evaluation of the β Value of the Phenylene Ethynylene Unit by Probing the Exchange Interaction between Two Nitronyl Nitroxides
  作者：Masataka Shinomiya、Kenji Higashiguchi、Kenji Matsuda

  DOI：10.1021/jo4015062

  日期：2013.9.20

  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.