2-(4-ethynylphenyl)pyridine | 871012-92-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 2-(4-ethynylphenyl)pyridine
• 英文别名: 2-(4-Ethynylphenyl)pyridine
• CAS: 871012-92-9
• 化学式: C₁₃H₉N
• 分子量: 179.221
• InChiKey: ZBCIJCCTSYYNKM-UHFFFAOYSA-N

物化性质

• 熔点：
  53 °C
• 沸点：
  300.2±25.0 °C(Predicted)
• 密度：
  1.11±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  12.9
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  2-(4-ethynylphenyl)pyridine 在 copper(l) iodide 、 palladium 10% on activated carbon 、 potassium tert-butylate 、 氢气 、 palladium diacetate 、 二异丙胺 、 tri tert-butylphosphoniumtetrafluoroborate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 80.0~130.0 ℃ 、310.27 kPa 条件下， 反应 6.0h， 生成 5-(3-(4-(pyridin-2-yl)phenethyl)phenethyl)pyridin-2-ol
  参考文献：
  名称：

  ORGANIC ELECTROLUMINESCENT MATERIALS AND DEVICES

  摘要：

  A compound, Ir(L A )(L B )(L C ), having a structure of Formula I, is provided. In Formula I, L A includes moieties E and F, L B includes moieties A and B, and L C includes moieties C and D. In addition, moieties A, B, C, D, E, and F are independently monocyclic rings or polycyclic fused ring systems; each of Z 1 to Z 6 is C or N; three of Z 1 to Z 6 form covalent bonds to Ir, while the remaining three form dative bonds to Ir; one of Z 2 and Z 3 forms a covalent bond to Ir, and the other forms a dative bond to Ir; each of L 1 , L 2 , L 3 , and L 4 is a direct bond or an organic linker; and each R A , R B , R C , R D , R E , and R F is hydrogen or a General Substituent.

  公开号：

  US20240124506A1
• 作为产物：
  描述：

  2-氟吡啶 在 四(三苯基膦)钯 copper(l) iodide 、 正丁基锂 、 四丁基氟化铵 、 三乙胺 作用下， 以 四氢呋喃 、 乙醚 、 正戊烷 为溶剂， 反应 43.17h， 生成 2-(4-ethynylphenyl)pyridine
  参考文献：
  名称：

  研究立体拥挤在磷光树枝状聚合物中的作用

  摘要：

  已经开发出一种简单的收敛程序，用于形成空间受限的磷光树枝状聚合物。通过制备由脂肪酸甲酯组成的第一代树枝状聚合物证明了该方法-三（2-苯基吡啶基）铱（III）核和三个树突。每个树突均由支链苯基单元和另外四个苯基基团组成。发现树枝状分子上缺乏表面基团降低了溶解度，并且还降低了对膜中发射和电活性核的分子间相互作用的控制水平。从溶液（69％）到固态（11％）的光致发光量子产率降低了6倍，这表明固态的发射核之间存在很强的分子间相互作用。树枝状聚合物与4,4'-双（N-咔唑基）联苯混合的单层器件在100 cd / m 2和11.4 V时显示1.7％的外部量子效率（5.4 cd / A），功率效率为1.5 lm / W。

  DOI：

  10.1021/ma050609q

文献信息

• Triazole-Containing [FeFe] Hydrogenase Mimics: Synthesis and Electrocatalytic Behavior
  作者：Alba D. Merinero、Alba Collado、Luis Casarrubios、Mar Gómez-Gallego、Carmen Ramírez de Arellano、Antonio Caballero、Fabiola Zapata、Miguel A. Sierra

  DOI：10.1021/acs.inorgchem.9b02813

  日期：2019.12.2

  Through a Cu-catalyzed Huisgen cycloaddition between terminal alkynes and azides (CuAAC) reaction, azide [(μ-SCH2)2N(4-N3C6H4)Fe2(CO)6] has demonstrated to be a robust and versatile reagent able to incorporate the [(μ-SR)2Fe2(CO)6] fragment on a wide range of substrates, ranging from aromatic compounds to nucleosides, metallocenes, or redox and luminescent markers. The [FeIFeI]/[Fe0FeI] and [Fe0FeI]/[Fe0Fe0]

  通过在末端炔烃和叠氮化物之间的Cu催化的Huisgen环加成反应（CuAAC），叠氮化物[（μ-SCH2）2N（4-N3C6H4）Fe2（CO）6]已被证明是一种坚固耐用的多功能试剂，能够掺入[ （μ-SR）2Fe2（CO）6]片段在多种底物上，从芳香族化合物到核苷，茂金属或氧化还原和发光标记物不等。制备的三唑衍生物的[FeIFeI] / [FeOFeI]和[FeOFeI] / [FeOFe0]还原电势与其他氨基二硫代（adt）Fe-Fe氢化酶类似物的还原电势相当。三唑连接基的存在取决于所用酸的强度影响这些配合物的电化学行为。
• Highly Branched Dendrimers
  申请人：Burn Paul Leslie

  公开号：US20080211391A1

  公开（公告）日：2008-09-04

  A dendrimer of formula (I): [DENDRON 1 ] x -CORE-[B-[X] b ] a (I) wherein: CORE is a metal ion or a group containing a metal ion, or is a non-polymeric organic group; B is a phenyl ring; a is an integer of from 1 to 8; b is an integer of from 3 to 5; x is zero or an integer of from 1 to 7; each X is an aryl or heteroaryl ring, or is an at least partially conjugated dendritic molecular structure; each DENDRON 1 is an at least partially conjugated dendritic molecular structure; and wherein the dendrimer further comprises one or more surface groups; with the proviso that where CORE is a non-metallic core, then X is an at least partially conjugated dendritic molecular structure comprising at least one linking group.

  公式(I)的树状聚合物：[DENDRON1]x-CORE-[B-[X]b]a(I)其中：CORE是金属离子或含金属离子的基团，或是非聚合物有机基团；B是苯环；a是1到8之间的整数；b是3到5之间的整数；x是零或1到7之间的整数；每个X是芳香族或杂环芳香族环，或至少部分共轭的树状分子结构；每个DENDRON1是至少部分共轭的树状分子结构；其中树状聚合物还包括一个或多个表面基团；但若CORE是非金属核心，则X是至少包含一个连接基团的至少部分共轭的树状分子结构。
• Tuning the emission properties of cyclometalated platinum(II) complexes by intramolecular electron-sink/arylethynylated ligands and its application for enhanced luminescent oxygen sensing
  作者：Wanhua Wu、Wenting Wu、Shaomin Ji、Huimin Guo、Peng Song、Keli Han、Lina Chi、Jingyin Shao、Jianzhang Zhao

  DOI：10.1039/c0jm01794a

  日期：——

  We have synthesized five novel cyclometalated Pt(II) complexes (aryl-ppy)Pt(acac) (ppy = 2-phenyl pyridine, aryl = N-butyl naphthalimide (NI) ethynylene for Pt-1, N-butyl naphthalimide (NI)–CH2 –CO– for Pt-2, 4-cyanophenyl – CH2 – CO– for Pt-3, naphthal ethynylene for Pt-4 and naphthal-diketo for Pt-5). For the first time, π-conjugation of the ppy ligands was extended via the CC bond. Deep red/near IR emission (638 nm–700 nm) was observed for the complex containing naphthalimide ethynylene subunit (Pt-1), whereas the close analogue Pt-2 (in which the linker between the NI and the ppy subunit is a –CH2CO– group) shows a relatively blue-shifted emission (540 nm–570 nm) but much longer luminescent lifetime (τ = 25.5 μs) than Pt-1 (τ = 6.6 μs). Simultaneous fluorescence/phosphorescence emissions were observed for Pt-1 and Pt-2, but other complexes show sole phosphorescent emission. The red-shifted phosphorescence of the complexes compared to the model complex ppyPt(acac) (486 nm) was attributed to either the significant electron-sink effect of the NI fragment (Pt-1) (for which the electron withdrawing effect is stronger than the previously reported fluoren-9-one), or the extended π-conjugation of the ppy ligand (via CC bond) (e.g.Pt-4). The substantial tuning of the emission color and the luminescent lifetimes (0.86 μs–25.5 μs) of the complexes were rationalized by theoretical calculations (DFT/TDDFT), i.e. the emissive triplet excited states were assigned as the normal 3MLCT state (give smaller τ values) or the novel ligand-localized 3IL emissive state (give larger τ values). With tuning the luminescent lifetimes, the luminescent O2 sensitivity of the complexes was improved by 117-fold (Stern–Volmer quenching constants KSV = 0.234 Torr−1 for Pt-2vs. KSV = 0.002 Torr−1 for Pt-5).

  我们合成了五种新型的环金属化铂(II)配合物(aryl-ppy)Pt(acac)（ppy = 2-苯基吡啶，aryl = N-丁基萘啶胺（NI）乙炔基用于Pt-1，N-丁基萘啶胺（NI）–CH2 –CO–用于Pt-2，4-氰基苯 – CH2 – CO–用于Pt-3，萘乙炔基用于Pt-4，萘-双酮用于Pt-5）。首次通过CC键扩展了ppy配体的π-共轭。含有萘啶胺乙炔基子单元（Pt-1）的配合物显示出深红色/近红外发射（638 nm–700 nm），而其近似物Pt-2（其中NI与ppy子单元之间的连接基团是–CH2CO–）则显示出较蓝移的发射（540 nm–570 nm），但其荧光寿命（τ = 25.5 μs）明显长于Pt-1（τ = 6.6 μs）。Pt-1和Pt-2同时观察到了荧光/磷光发射，但其他配合物仅显示磷光发射。与模型配合物ppyPt(acac)（486 nm）相比，配合物的红移磷光被归因于NI片段的显著电子吸引效应（Pt-1），其电子吸引效果强于之前报道的9-氟烯酮，或是ppy配体的扩展π-共轭（通过CC键）（如Pt-4）。通过理论计算（DFT/TDDFT）解释了配合物发射颜色和荧光寿命（0.86 μs–25.5 μs）的显著调节，即发光的三重激发态被归类为常规的3MLCT状态（给出较小的τ值）或新型的配体局域的3IL发光态（给出较大的τ值）。通过调节荧光寿命，配合物的荧光O2敏感性提升了117倍（Stern–Volmer淬灭常数KSV = 0.234 Torr−1对于Pt-2，相较于KSV = 0.002 Torr−1对于Pt-5）。
• Long-Lived Room-Temperature Deep-Red-Emissive Intraligand Triplet Excited State of Naphthalimide in Cyclometalated IrIII Complexes and its Application in Triplet-Triplet Annihilation-Based Upconversion
  作者：Jifu Sun、Wanhua Wu、Jianzhang Zhao

  DOI：10.1002/chem.201200224

  日期：2012.6.25

  IrIII complexes with acetylide ppy and bpy ligands were prepared (ppy=2‐phenylpyridine, bpy=2,2′‐bipyridine) in which naphthal (Ir‐2) and naphthalimide (NI) were attached onto the ppy (Ir‐3) and bpy ligands (Ir‐4) through acetylide bonds. [Ir(ppy)3] (Ir‐1) was also prepared as a model complex. Room‐temperature phosphorescence was observed for the complexes; both neutral and cationic complexes Ir‐3 and

  制备了具有乙炔ppy和bpy配体的环金属化Ir III配合物（ppy = 2-苯基吡啶，bpy = 2,2'-联吡啶），其中将萘二甲酸（Ir-2）和萘二甲酰亚胺（NI）连接到ppy（Ir-3）和bpy配体（Ir-4）通过乙炔键。[Ir（ppy）3 ]（Ir-1）也准备作为模型配合物。观察到复合物在室温下发磷光。中性和阳离子配合物Ir-3和Ir-4均在可见光范围内显示出强吸收性（在402 nm处ε = 39600  M -1  cm -1和ε = 25100 中号-1 厘米-1在404纳米，分别地），长寿命的三线态激发态（τ Ť = 9.30微秒和16.45微秒）和室温红色发光（λ EM = 640纳米，Φ p = 1.4％和λ EM = 627纳米，Φ p = 0.3％;参见IR-1 ：ε = 16600 中号-1 厘米-1在382纳米，τ EM = 1.16微秒，Φ p = 72.6％）
• Highly branched dendrimers
  申请人：Burn Paul Leslie

  公开号：US09078330B2

  公开（公告）日：2015-07-07

  A dendrimer of formula (I): [DENDRON1]x-CORE-[B-[X]b]a (I) wherein: CORE is a metal ion or a group containing a metal ion, or is a non-polymeric organic group; B is a phenyl ring; a is an integer of from 1 to 8; b is an integer of from 3 to 5; x is zero or an integer of from 1 to 7; each X is an aryl or heteroaryl ring, or is an at least partially conjugated dendritic molecular structure; each DENDRON1 is an at least partially conjugated dendritic molecular structure; and wherein the dendrimer further comprises one or more surface groups; with the proviso that where CORE is a non-metallic core, then X is an at least partially conjugated dendritic molecular structure comprising at least one linking group.

  公式（I）的树状分子：[DENDRON1]x-CORE-[B-[X]b]a（I），其中：CORE是金属离子或含金属离子的基团，或非聚合有机基团；B是苯环；a为1至8的整数；b为3至5的整数；x为零或1至7的整数；每个X是芳基或杂环基，或至少部分共轭的树状分子结构；每个DENDRON1是至少部分共轭的树状分子结构；该树状分子还包括一个或多个表面基团；但如果CORE是非金属核心，则X是至少包含一个连接基团的至少部分共轭的树状分子结构。