4'-phenyl-2,2':6',2''-terpyridine

• 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: 4'-phenyl-2,2':6',2''-terpyridine
• 英文别名: 4-phenyl-2,2′-bipyridine；4-phenyl-2,2'-bipyridine；4-Phenyl-[2,2']bipyridinyl；4-phenyl-2-pyridin-2-ylpyridine
• 化学式: C₁₆H₁₂N₂
• 分子量: 232.285
• InChiKey: VWOLLRYTQSHWSY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  25.8
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4'-phenyl-2,2':6',2''-terpyridine 、 ruthenium(III) chloride trihydrate 以 乙醇 为溶剂， 反应 4.05h， 以91%的产率得到Ru(Phterpy)Cl₃
  参考文献：
  名称：

  Synthesis, characterization and X-ray crystal structures of ruthenium polypyridyl and 2-(2′-hydroxyphenyl)-benzoxazole complexes: Reactivity with 1-methylimidazole, purine, glutathione and CT-DNA

  摘要：

  Ruthenium complexes containing terpyridine or the 4'-substituted terpyridines and 2-(hydroxyphenyl)-benzoxazole (HPB) have been synthesized and characterized. The crystal structures of three of the complexes have been determined. All three complexes, trans-[Ru(tolylterpy)(HPB)(Cl)](PF6), cis-[Ru(toly-Iterpy)(HPB)(H2O)](PF6)(2) and cis-[Ru(terpy)(HPB)(NMI)](PF6) show a distorted octahedral geometry around the ruthenium center. The influence of the positional coordination of the phenolic oxygen of the HPB ligand on the spectrophotometric properties and the E-1/2 values of the complexes have been observed. The reaction of the aqua complexes with 1-methylimidazole (NMI), glutathione (GSH), purine and CT-DNA have been studied. Activation parameters for the reaction of 1-methylimidazole, glutathione and purine suggest that the substitution of the aqua ligand follow an associative mechanism. Spectrophotometric studies of the reactivity between CT-DNA and the aqua complexes indicate an interaction between the CT-DNA and the aqua complex. Published by Elsevier Ltd.

  DOI：

  10.1016/j.poly.2013.06.029
• 作为产物：
  描述：

  2-吡啶基脒肟 在 盐酸 、 sodium nitrate 、 lithium aluminium tetrahydride 、 camphor-10-sulfonic acid 、 三乙胺 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 1.0h， 生成 4'-phenyl-2,2':6',2''-terpyridine
  参考文献：
  名称：

  不对称4-取代的2,2'-联吡啶的合成

  摘要：

  生成吡啶-2-腈氧化物原位并用2-取代的反应，但-1-烯-4-醇，得到5-取代的-5-（2-羟基乙基）-3-（吡啶-2-基）-Δ 2 -异恶唑啉。将异恶唑啉用LiAlH 4还原开环，得到2-（3-取代的-1-氨基-3,5-二羟基戊基）-吡啶，将其进行Dess-Martin氧化并伴随脱水，得到4-取代的2， 2'-联吡啶。

  DOI：

  10.1016/0040-4039(94)02242-4

文献信息

• Route to Highly Substituted Pyridines
  作者：Justin A. Hilf、Michael S. Holzwarth、Scott D. Rychnovsky

  DOI：10.1021/acs.joc.6b01370

  日期：2016.11.4

  Pyridine rings are common structural motifs found in a number of biologically active compounds, including some top-selling pharmaceuticals. We have developed a new approach to access substituted pyridines. The method aims to provide a reliable synthesis of a diverse range of substituted pyridines through a three-step procedure. Readily available enones are first converted into 1,5-dicarbonyls through

  吡啶环是在许多生物活性化合物（包括一些畅销药物）中发现的常见结构基序。我们已经开发出一种新的方法来获得取代的吡啶。该方法旨在通过三步法提供可靠的合成范围广泛的取代吡啶。易于获得的烯酮首先通过两步Hosomi-Sakurai烯丙基化/氧化裂解序列转化为1,5-二羰基，然后使用盐酸羟胺将其环化为相应的吡啶。使用该方法已经合成了多种取代的吡啶。
• [EN] "COMPOUNDS AS POTENTIAL DYE MOLECULES"<br/>[FR] COMPOSÉS UTILISÉS EN TANT QUE MOLÉCULES DE COLORANT POTENTIELLES
  申请人：LLEAF PTY LTD

  公开号：WO2019028508A1

  公开（公告）日：2019-02-14

  Disclosed herein are a series of compounds based on Formula (I). These compounds comprise perylene core which has been extended with optionally functionalised imidazoles at the 3,4;9,10 positions. The compounds of Formula (I) can be functionalised at two positions on the perylene core, such as the 1,6 or 1,7 positions. Also disclosed herein are compositions comprising said compounds, methods of forming said compounds and potential applications of said compounds, such as applying the compounds as a dye whose absorbance and fluorescence spectrum are red-shifted.

  本文披露了一系列基于化学式(I)的化合物。这些化合物包括带有可选择功能化的咪唑基团的苝芯，该苝芯在3,4;9,10位置进行了扩展。化学式(I)的化合物可以在苝芯的两个位置进行功能化，例如1,6或1,7位置。本文还披露了包含所述化合物的组合物、形成所述化合物的方法以及所述化合物的潜在应用，例如将化合物应用为吸收和荧光光谱向红移的染料。
• [EN] PHOTOPERIODIC CONTROL OF PHYTOCHROME WITH MATERIALS<br/>[FR] CONTRÔLE PHOTOPÉRIODIQUE DE PHYTOCHROME AVEC DES MATÉRIAUX
  申请人：LLEAF PTY LTD

  公开号：WO2020163917A1

  公开（公告）日：2020-08-20

  Disclosed herein are articles and devices, such as photo-selective films, which may be used to influence the growth of photosynthetic organisms. These article and devices may comprise one or more compounds of Formula (I) and/or Formula (II), along with one or more optional auxiliary dyes. Methods of controlling the growth of plants and for the manufacture of said articles and devices are also disclosed herein.

  本文披露了一些文章和设备，例如光选择性薄膜，可用于影响光合生物的生长。这些文章和设备可能包括一个或多个Formula（I）和/或Formula（II）的化合物，以及一个或多个可选的辅助染料。本文还披露了控制植物生长的方法以及用于制造上述文章和设备的方法。
• Columnar/Lamellar Packing in Cocrystals of Arylbipyridines with Diiodoperfluorobenzene
  作者：Remya Ramakrishnan、Ajith R. Mallia、M. A. Niyas、Ramarani Sethy、Mahesh Hariharan

  DOI：10.1021/acs.cgd.6b00968

  日期：2016.11.2

  π-hole···π and π–π interactions, cocrystals of nonplanar 4-arylated-2,2′-bipyridine (ArB) derivatives with 1,4-diiodo-tetrafluorobenzene (D) were generated which exhibit a promising columnar/lamellar packing arrangement. Hirshfeld surface, quantum theory of atoms in molecules, and electrostatic potential surface analyses were employed to examine the weak intermolecular interactions governing the packing

  受强方向性C–I··N非共价卤素键，π-孔···π和π–π相互作用的刺激，非平面4-芳基化2,2'-联吡啶（ArB）衍生物与1,4-的共晶体生成的二碘四氟苯（D）具有良好的柱状/片状堆积结构。利用Hirshfeld表面，分子中的原子量子理论和静电势表面分析来研究弱分子间相互作用，这些相互作用决定了ArB晶体以及与D（ArB·D）对应的共晶体的堆积排列。4-苯基-2,2'-联吡啶（PhB）和4-（萘-1-基）-2,2'-联吡啶（NaB）与D [PhB·D1，PhB·D2，（NaB）2 ·D 2.5和（NaB）3 ·D 2]展示了交替出现ArB和D单元的C–I···N定向无穷一维链。相反，C–I··N相互作用指导了在与D（PhenB·D 0.5）共聚的4-（菲基-9-基）-2,2'-联吡啶共晶体中的分子配合物的形成。通过2,2'-联吡啶和D的C–I··N相互作用的成功实施，可以将平面多芳烃中的
• Compounds as potential dye molecules
  申请人：LLEAF PTY LTD

  公开号：US10995217B2

  公开（公告）日：2021-05-04

  Disclosed herein are a series of compounds based on Formula (I). These compounds comprise perylene core which has been extended with optionally functionalised imidazoles at the 3,4;9,10 positions. The compounds of Formula (I) can be functionalised at two positions on the perylene core, such as the 1,6 or 1,7 positions. Also disclosed herein are compositions comprising said compounds, methods of forming said compounds and potential applications of said compounds, such as applying the compounds as a dye whose absorbance and fluorescence spectrum are red-shifted.

  本文公开了一系列基于式 (I) 的化合物。这些化合物由过烯核组成，过烯核在 3、4、9、10 位上扩展了可选择官能化的咪唑。式（I）化合物可在过烯核上的两个位置，如 1,6 或 1,7 位置进行官能化。本文还公开了包含所述化合物的组合物、形成所述化合物的方法以及所述化合物的潜在应用，例如将化合物用作吸光度和荧光光谱发生红移的染料。