{4-[(E)-3,4-Bis-(tert-butyl-dimethyl-silanyloxymethyl)-6-trimethylsilanyl-hex-3-ene-1,5-diynyl]-phenyl}-dimethyl-amine | 186488-89-1

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: {4-[(E)-3,4-Bis-(tert-butyl-dimethyl-silanyloxymethyl)-6-trimethylsilanyl-hex-3-ene-1,5-diynyl]-phenyl}-dimethyl-amine
• 英文别名: 4-[(E)-3,4-bis[[tert-butyl(dimethyl)silyl]oxymethyl]-6-trimethylsilylhex-3-en-1,5-diynyl]-N,N-dimethylaniline
• CAS: 186488-89-1
• 化学式: C₃₁H₅₃NO₂Si₃
• 分子量: 556.024
• InChiKey: ZOGLOAFTNIBGII-BYYHNAKLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.33
• 重原子数：
  37
• 可旋转键数：
  13
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.61
• 拓扑面积：
  21.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  {4-[(E)-3,4-Bis-(tert-butyl-dimethyl-silanyloxymethyl)-6-trimethylsilanyl-hex-3-ene-1,5-diynyl]-phenyl}-dimethyl-amine 在 甲醇 、 sodium hydroxide 、 四甲基乙二胺 、 4 A molecular sieve 、 copper(l) chloride 作用下， 以 四氢呋喃 、 甲苯 为溶剂， 反应 4.0h， 生成 (E,E)-3,4,9,10-Tetrakis{[(tert-butyl)dimethylsilyloxy]methyl}-1,12-bis(4-nitrophenyl)dodeca-3,9-diene-1,5,7,11-tetrayne
  参考文献：
  名称：

  Synthesis and Physical Investigation of Donor–Donor and Acceptor–Acceptor End-Functionalized Monodisperse Poly(triacetylene) Oligomers

  摘要：

  Two series of monodisperse, terminally donor-donor [D-D, D=4-(dimethylamino)phenyl] and acceptor-acceptor [A-A, A=4-nitrophenyl] functionalized poly(triacetylene) (PTA) oligomers ranging from monomer to hexamer were synthesized by oxidative Hay oligomerization under end-capping conditions. The corresponding D-D and A-A end-substituted polymers with an average degree of polymerization (DP) of n approximate to 18 and n approximate to 12, respectively, were also prepared and served as reference points for the corresponding infinitely long polymers. These terminally functionalized PTA oligomers and polymers are yellow- to orange-colored compounds, displaying excellent solubility in aprotic solvents with melting points above 200 degreesC for the hexamers. For the 4-(dimethylamino)phenyl substituted compounds, a consistent first oxidation potential around + 0.42 V versus Fc/Fc(+) (ferrocene/ferricinium) was observed, whereas the 4-nitrophenyl functionalized systems underwent a reversible reductive two-electron transfer around -1.40 V versus Fc/Fc(+). The nature of the end-groups has a dramatic influence on the electronic absorption spectra. Saturation of the linear optical properties in the D-D series occurs at significantly shorter chain-length [effective conjugation length (ECL) of n approximate to 4 monomer units] than in the A-A substituted or the previously reported Me3Si- and Et3Si-end-capped PTA oligomer series (ECL: n approximate to 10 monomer units). Similar observations with respect to the ECL were made by measurement of the Raman-active <()over tilde>((C=C)) stretches. Third-harmonic generation (THG) and degenerate four-wave mixing (DFWM) experiments showed that shorter oligomers of terminally D-D or A-A functionalized PTAs display higher second hyperpolarizabilities gamma than the corresponding R3Si-end-capped series (R=alkyl), Moreover, they disclose a distinct peak of the nonlinearity per monomer unit at intermediate backbone lengths. In THG experiments, the second hyperpolarizabilities for long D/A-functionalized PTA oligomers attained the same saturation values as observed for the corresponding R3Si-end-capped rods. The nonlinearities measured by DFWM of the D-D and A-A substituted PTAs were found to be larger than for the silylated ones, which can be explained by the closeness of the two-photon resonance.

  DOI：

  10.1002/1521-3765(20001201)6:23<4400::aid-chem4400>3.0.co;2-a
• 作为产物：
  描述：

  (E)-3,4-Bis<(tert-butyldimethylsilyloxy)methyl>hex-3-ene-1,5-diyne 在 bis-triphenylphosphine-palladium(II) chloride 、 copper(l) iodide 、 正丁基锂 、 三乙胺 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 25.5h， 生成 {4-[(E)-3,4-Bis-(tert-butyl-dimethyl-silanyloxymethyl)-6-trimethylsilanyl-hex-3-ene-1,5-diynyl]-phenyl}-dimethyl-amine
  参考文献：
  名称：

  供体/受体取代的四乙炔：用于先进材料的分子的系统组装

  摘要：

  制备了带有电子给体（对甲氧基苯基或对氨基苯基）和/或电子接受性（对硝基苯基）基团的一系列全面的四乙炔基（= 3,4-二乙炔基己烯-3-烯-1,5-二炔，TEE）通过[Pd]催化的Sonogashira交叉偶联反应。研究了这些分子的电子和光子特性，并特别强调了由中心TEE核心周围的供体/受体取代程度和模式所引起的影响。该分析表明，分子内供体-受体相互作用（如长波长电荷转移带所证明）在TEE 44和46中显着更有效，反式和顺，线性缀合供体和受体之间的电子通路，比11，与孪位的，交叉共轭的电子通道。UV / VIS光谱揭示的最长波长吸收带（λ的稳定红移最大）作为供体-受体共轭路径的数目在从双-芳基化的变化增加（11，44，和46），以四-芳基化（14 ，31和35）TEE。还发现最长波长吸收的位置强烈依赖于R 2 NC 6 H 4中N-取代基的性质。-捐助团体。电子发射光谱研究表明，供体-受体取

  DOI：

  10.1002/hlca.19960790818