(2,5-diethyl-4-iodophenylethynyl)trimethylsilane | 676251-44-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (2,5-diethyl-4-iodophenylethynyl)trimethylsilane
• 英文别名: fm-iv-099；2-(2,5-Diethyl-4-iodophenyl)ethynyl-trimethylsilane
• CAS: 676251-44-8
• 化学式: C₁₅H₂₁ISi
• 分子量: 356.322
• InChiKey: WLVNEMGJWAIBRX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.64
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.47
• 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：

  (2,5-diethyl-4-iodophenylethynyl)trimethylsilane 在 bis-triphenylphosphine-palladium(II) chloride copper(l) iodide 、 四丁基氟化铵 、 乙酸酐 、 溶剂黄146 、 苯甲醚 、 三乙胺 、 三氟乙酸 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 4.0h， 生成 thioacetic acid S-{4-[2,5-diethyl-4-(4-sulfanylphenylethynyl)phenylethynyl]phenyl} ester
  参考文献：
  名称：

  Orthogonally Functionalized Oligomers for Controlled Self-Assembly

  摘要：

  The synthesis of molecules terminated with complementary thiol-protecting groups is described. The target compounds contain functionalities on one end known to form self-assembled monolayers on metal surfaces while at the other end an intact thioacetate is present whereby self-assembly may again occur after an in situ deprotection. Self-assembly data is reported for selected compounds to assess their efficacy in surface adhesion.

  DOI：

  10.1021/jo035821b
• 作为产物：
  描述：

  1,4-二乙基-2,5-二碘苯 、 三甲基乙炔基硅 在 bis-triphenylphosphine-palladium(II) chloride copper(l) iodide 、 N,N-二异丙基乙胺 作用下， 以 四氢呋喃 为溶剂， 以39%的产率得到(2,5-diethyl-4-iodophenylethynyl)trimethylsilane
  参考文献：
  名称：

  Orthogonally Functionalized Oligomers for Controlled Self-Assembly

  摘要：

  The synthesis of molecules terminated with complementary thiol-protecting groups is described. The target compounds contain functionalities on one end known to form self-assembled monolayers on metal surfaces while at the other end an intact thioacetate is present whereby self-assembly may again occur after an in situ deprotection. Self-assembly data is reported for selected compounds to assess their efficacy in surface adhesion.

  DOI：

  10.1021/jo035821b

文献信息

• Liquid crystalline conjugated oligomers: synthesis and mesomorphic properties of laterally and terminally alkyl-substituted oligo(1,4-phenyleneethynylene)s
  作者：Tetsuo Yatabe、Yasuzo Suzuki、Yuji Kawanishi

  DOI：10.1039/b808036d

  日期：——

  A new series of liquid crystalline conjugated oligomers, namely laterally and terminally alkyl-substituted derivatives of oligo(1,4-phenyleneethynylene)s, were synthesized, and the relationships between the molecular structures and the mesomorphic properties were investigated. The mesomorphic properties of the oligomer derivatives were examined by differential scanning calorimetry and polarizing microscopy. In the alkyl-substituted oligomers with varying core lengths, C8H17C6H4CC[C6H2(C2H5)2CC]nC6H4C8H17 where n = 2–5, the trimer (n = 2) exhibited a monotropic nematic phase, and the others showed enantiotropic nematic phases. In the alkyl-substituted tetramers, R1C6H4CC[C6H2(R2)2CC][C6H2(R3)2CC][C6H2(R2)2CC]C6H4R1 where R1, R2, and R3 = alkyl chains of varying lengths and H, most of the tetramer derivatives exhibited nematic phases, whereas the others did not show any mesophases. It was found that the formation of the mesophase and the crystalline–nematic and nematic–isotropic transition temperatures are strongly affected by the structural features of the oligomer molecules: (i) the length of the oligomer core, (ii) the length, number, and position of the lateral chains, and (iii) the length of the terminal chains.

  合成了一系列新的液晶共轭低聚物，即低聚(1,4-亚苯基乙炔基)的侧面和末端烷基取代衍生物，并研究了分子结构和介晶性质之间的关系。通过差示扫描量热法和偏光显微镜检查了低聚物衍生物的介晶性质。在具有不同核心长度的烷基取代低聚物中，C8H17C6H4CC[C6H2(C2H5)2CC​​]nC6H4C8H17，其中n = 2–5，三聚体(n = 2)表现出单向向列相，其他表现出对映向列相。在烷基取代的四聚体中，R1C6H4CC[C6H2(R2)2CC][C6H2(R3)2CC][C6H2(R2)2CC]C6H4R1，其中R1、R2和R3=不同长度的烷基链，并且H是四聚体的大部分衍生物表现出向列相，而其他衍生物则不表现出任何中间相。研究发现，中间相的形成以及结晶-向列和向列-各向同性转变温度受到低聚物分子结构特征的强烈影响：(i) 低聚物核的长度，(ii) 长度、数量、侧链的位置和位置，以及 (iii) 末端链的长度。
• Upon the intrinsic optical properties of oligo(p-phenyleneethynylene)s (OPEs). Synthesis of OPE3 for experimental gas-phase absorption studies
  作者：Torben Ryhding、Maj-Britt Suhr Kirketerp、Umesh Kadhane、Morten Køcks Lykkegaard、Subhasis Panja、Steen Brøndsted Nielsen、Mogens Brøndsted Nielsen

  DOI：10.1016/j.tet.2008.08.068

  日期：2008.12

  A new oligo(p-phenyleneethynylene) (OPE3) was synthesized by step-wise Pd-catalyzed cross-coupling reactions. The molecule incorporates an amine functionality, which allows for transfer of the protonated molecule to the gas phase by electrospray ionization leaving the OPE entity neutral. This method has allowed for the first experimental gas-phase absorption spectrum of an OPE3 by action spectroscopy, employing an electrostatic ion storage ring in combination with a laser system. The studies reveal the effect of having a positive charge in proximity to the Conjugated backbone of OPE3 in the absence of any interfering solvent molecules. In addition, ionization energies and electron affinities of OPE2-OPE17 were Calculated at the density functional theory (DFT) level. (C) 2008 Elsevier Ltd. All rights reserved.