3-(4-Ethynylphenyl)prop-2-yn-1-ol | 539021-47-1

• 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: 3-(4-Ethynylphenyl)prop-2-yn-1-ol
• 英文别名: 3-(4-ethynylphenyl)prop-2-yn-1-ol
• CAS: 539021-47-1
• 化学式: C₁₁H₈O
• 分子量: 156.184
• InChiKey: PDOKHFHOELTVMW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.01
• 重原子数：
  12.0
• 可旋转键数：
  0.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  20.23
• 氢给体数：
  1.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  3-(4-Ethynylphenyl)prop-2-yn-1-ol 在 manganese(IV) oxide 、 copper(ll) sulfate pentahydrate 、 铜 、 potassium hydroxide 作用下， 以 四氢呋喃 、 乙醚 、 水 为溶剂， 反应 27.0h， 生成 tert-butyl 4-((2S,3S)-2-(4-(4-(1-((S)-1-hydroxy-4-methylpentan-2-yl)-1H-1,2,3-triazol-4-yl)phenyl)-1H-1,2,3-triazol-1-yl)-3-methylpentanoyl)piperazine-1-carboxylate
  参考文献：
  名称：

  Universal Peptidomimetics

  摘要：

  This paper concerns peptidomimetic scaffolds that can present side chains in conformations resembling those of amino acids in secondary structures without incurring excessive entropic or enthalpic penalties. Compounds of this type are referred to here as minimalist mimics. The core hypothesis of this paper is that small sets of such scaffolds can be designed to analogue local pairs of amino acids (including noncontiguous ones) in any secondary structure; i.e., they are universal peptidomimetics. To illustrate this concept, we designed a set of four peptidomimetic scaffolds. Libraries based on them were made bearing side chains corresponding to many of the protein-derived amino acids. Modeling experiments were performed to give an indication of kinetic and thermodynamic accessibilities of conformations that can mimic secondary structures. Together, peptidomimetics based on these four scaffolds can adopt conformations that resemble almost any combination of local amino acid side chains in any secondary structure. Universal peptidomimetics of this kind are likely to be most useful in the design of libraries for high-throughput screening against diverse targets. Consequently, data arising from submission of these molecules to the NIH Molecular Libraries Small Molecule Repository (MLSMR) are outlined.

  DOI：

  10.1021/ja1071916
• 作为产物：
  描述：

  3-(4-((trimethylsilyl)ethynyl)phenyl)prop-2-yn-1-ol 在 甲醇 、 potassium carbonate 作用下， 以 二氯甲烷 为溶剂， 生成 3-(4-Ethynylphenyl)prop-2-yn-1-ol
  参考文献：
  名称：

  嫁接到CdSe纳米晶体上的可变间隙共轭低聚物

  摘要：

  合成了由五个或六个芳香环组成的三个线性不对称官能化共轭分子，它们带有一个末端膦酸基，目的是使其能够接枝到无机CdSe纳米晶体上。这些生色团（低聚（亚苯基乙炔），低聚噻吩或带有苯并噻二唑接受体的供体-受体-供体低聚噻吩）的设计具有减小的HOMO-LUMO能隙，使得可以吸收更多数量的光，直到600 nm以上的更长波长。电化学测量表明，有机分子的HOMO和LUMO能量之间的能量偏移以及CdSe纳米晶体的能带非常适合有机和无机成分之间的电荷转移。通过荧光光谱研究了每种组分的激发态特性，并通过光致发光猝灭监测了稀溶液中共轭分子与CdSe纳米晶体之间的相互作用。在后面的实验中，将酯和酸衍生物进行比较，发光猝灭的显着差异支持了膦酸基团牢固地锚定在纳米晶体表面的能力。此外，这些结果表明电荷转移可能发生在有机化合物和无机化合物之间，并且确定了相应的有机/无机杂化物制备的合适比例。描述了通过直接配体交换的制备

  DOI：

  10.1021/cm301351j

文献信息

• Synthesis of Monodisperse Platinum Acetylide Oligomers End-Capped with Naphthalene Diimide Units
  作者：Julia M. Keller、Kirk S. Schanze

  DOI：10.1021/om900195p

  日期：2009.7.27

  We report the synthesis and structural characterization of a series of monodisperse platinum acetylide oligomers with the general structure NDI-[Ph-C equivalent to C-Pt(PBU3)(2)-C=-C-](n)-Ph-NDI, where n = 2, 3, 6, or 10, Ph = 1,4-phenylene, NDI is a substituted 1,4,5,8-tiaplithalene diimide, and the geometry at the Pt centers is trans. The oligomers were synthesized via an iterative-convergent approach utilizing organometallic synthons that feature orthogonally protected terminal acetylene units. The P-31 NMR spectra of the oligomers are especially revealing as to their structure, due to a difference in chemical shift for the internal and terminal Pt(PBU3)(2) units. The oligomers were also characterized by electrochemistry, UV-visible absorption, and photoluminescence spectroscopy. The emission spectroscopy reveals that the triplet exciton is efficiently quenched in the NDI end-capped oligomers, and the quenching is thought to arise due to photoinduced charge separation.
• Universal Peptidomimetics
  作者：Eunhwa Ko、Jing Liu、Lisa M. Perez、Genliang Lu、Amber Schaefer、Kevin Burgess

  DOI：10.1021/ja1071916

  日期：2011.1.26

  This paper concerns peptidomimetic scaffolds that can present side chains in conformations resembling those of amino acids in secondary structures without incurring excessive entropic or enthalpic penalties. Compounds of this type are referred to here as minimalist mimics. The core hypothesis of this paper is that small sets of such scaffolds can be designed to analogue local pairs of amino acids (including noncontiguous ones) in any secondary structure; i.e., they are universal peptidomimetics. To illustrate this concept, we designed a set of four peptidomimetic scaffolds. Libraries based on them were made bearing side chains corresponding to many of the protein-derived amino acids. Modeling experiments were performed to give an indication of kinetic and thermodynamic accessibilities of conformations that can mimic secondary structures. Together, peptidomimetics based on these four scaffolds can adopt conformations that resemble almost any combination of local amino acid side chains in any secondary structure. Universal peptidomimetics of this kind are likely to be most useful in the design of libraries for high-throughput screening against diverse targets. Consequently, data arising from submission of these molecules to the NIH Molecular Libraries Small Molecule Repository (MLSMR) are outlined.
• Variable-Gap Conjugated Oligomers Grafted to CdSe Nanocrystals
  作者：Romain Stalder、Dongping Xie、Renjia Zhou、Jiangeng Xue、John R. Reynolds、Kirk S. Schanze

  DOI：10.1021/cm301351j

  日期：2012.8.28

  energy offsets between the HOMO and LUMO energies of the organic molecules and the energy bands of the CdSe nanocrystals are well-suited for charge transfer between the organic and inorganic components. The characteristics of each component’s excited state are studied by fluorescence spectroscopy and the interaction between the conjugated molecules and the CdSe nanocrystals in dilute solutions is monitored

  合成了由五个或六个芳香环组成的三个线性不对称官能化共轭分子，它们带有一个末端膦酸基，目的是使其能够接枝到无机CdSe纳米晶体上。这些生色团（低聚（亚苯基乙炔），低聚噻吩或带有苯并噻二唑接受体的供体-受体-供体低聚噻吩）的设计具有减小的HOMO-LUMO能隙，使得可以吸收更多数量的光，直到600 nm以上的更长波长。电化学测量表明，有机分子的HOMO和LUMO能量之间的能量偏移以及CdSe纳米晶体的能带非常适合有机和无机成分之间的电荷转移。通过荧光光谱研究了每种组分的激发态特性，并通过光致发光猝灭监测了稀溶液中共轭分子与CdSe纳米晶体之间的相互作用。在后面的实验中，将酯和酸衍生物进行比较，发光猝灭的显着差异支持了膦酸基团牢固地锚定在纳米晶体表面的能力。此外，这些结果表明电荷转移可能发生在有机化合物和无机化合物之间，并且确定了相应的有机/无机杂化物制备的合适比例。描述了通过直接配体交换的制备