dihexadecyl 2,2′-bipyridine-4,4′-dicarboxylate | 606932-32-5

• 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: dihexadecyl 2,2′-bipyridine-4,4′-dicarboxylate
• 英文别名: di(1-hexadecyl) 2,2'-bipyridine-4,4'-dicarboxylate；dihexadecyl 2,2'-bipyridine-4,4'-dicarboxylate；4,4'-di-hexadecyloxycarbonyl-2,2'-bipyridine；2,2'-bipyridyl-4,4'-dicarboxylic acid dihexadecylester；Hexadecyl 2-(4-hexadecoxycarbonylpyridin-2-yl)pyridine-4-carboxylate
• CAS: 606932-32-5
• 化学式: C₄₄H₇₂N₂O₄
• 分子量: 693.067
• InChiKey: VUDKIJVDDPKTQB-UHFFFAOYSA-N

物化性质

• 熔点：
  81 °C(Solv: chloroform (67-66-3); ethanol (64-17-5))
• 沸点：
  744.8±60.0 °C(Predicted)
• 密度：
  0.973±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  16.7
• 重原子数：
  50
• 可旋转键数：
  35
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.73
• 拓扑面积：
  78.4
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  dihexadecyl 2,2′-bipyridine-4,4′-dicarboxylate 以 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 生成 (dihexadecyl 2,2'-bipyridyl-4,4'-dicarboxylate)platinum(II) bromide
  参考文献：
  名称：

  偶极 4,4'-二取代 2,2'-联吡啶金属配合物自组织成发光层状液晶

  摘要：

  单核顺式二氯配合物 [LnMCl2]，具有不同的金属中心（PtII、NiII 和 ZnII）和一系列钯和铂衍生物 [L2MX2]，其中氯基团被碘化物、溴化物和叠氮化物配体取代，已由 4,4'-二取代-2,2'-联吡啶合成。在这些非介晶配体络合后，以新衍生物分子间缔合为特征的特殊结构排列在大多数 [L2MX2] 配合物中诱导介晶现象，证实了配位化学在金属介导的液晶形成中的重要性。已确定二十六烷基 2,2'-联吡啶-4,4'-二羧基钯和二氯化锌衍生物的单晶 X 射线结构。金属中心和辅助配体都经过改变，以使用偶极耦合作为控制分子结构的工具：热和光谱特性在很大程度上取决于分子偶极相互作用。已经获得了基于 PdII 和 PtII 的可调谐红色和蓝色发射器，无论是在溶液中还是在固态中。(© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany

  DOI：

  10.1002/ejic.200300223
• 作为产物：
  描述：

  2,2'-联吡啶-4,4'-二甲酸 在 氯化亚砜 作用下， 以 甲苯 为溶剂， 生成 dihexadecyl 2,2′-bipyridine-4,4′-dicarboxylate
  参考文献：
  名称：

  Induction of Mesomorphism Through Supramolecular Association in Coordination Pd (Ii) Compounds of Dialkyl 2,2″-Bipyridine-4,4″-Dicarboxylates

  摘要：

  A series of three 4,4'-disubstituted-2,2'-bipyridines and the corresponding mononuclear cis-dichloro palladium(II) complexes have been synthesized. None of the ligands show mesomorphism. Upon their complexation to Pd(II) the peculiar structural arrangement characterized by intermolecular associations of the new derivatives induces mesogenic properties, confirming the new and exciting role of the coordination chemistry in metal-mediated formation of liquid crystals.

  DOI：

  10.1080/15421400390193864

文献信息

• Anion dependent mesomorphism in coordination networks based on 2,2′-bipyridine silver(i) complexes
  作者：Anna Bellusci、Mauro Ghedini、Loris Giorgini、Fabia Gozzo、Elisabeta I. Szerb、Alessandra Crispini、Daniela Pucci

  DOI：10.1039/b906178a

  日期：——

  [(L16)Ag(NO3)], 2, [(L16)Ag(OTf)], 3, and [(L16)3Ag2](ClO4)2, 4, whose stoichiometries, molecular architectures, supramolecular networks and mesomorphic behaviour are "anion dependent". In spite of the large differences in the single molecular structure, the one-dimensional coordination networks involving the triflate and perchlorate in complexes 3 and 4, are the key element for inducing significant argentophilic

  促生的二十六烷基-2,2'-联吡啶-4,4'-二羧酸盐（L16）与许多AgX盐的反应产生一系列银（I）络合物[（L16）Ag（sac）]，1， [（L16）Ag（NO3）]，2，[（L16）Ag（OTf）]，3和[（L16）3Ag2]（ClO4）2、4，其化学计量比，分子结构，超分子网络和同构行为是“取决于阴离子”。尽管单个分子结构存在很大差异，但在复合物3和4中涉及三氟甲磺酸酯和高氯酸盐的一维配位网络是诱导显着的亲银分子间相互作用的关键因素，这两个分子都诱导了lamello-columnar同构。 Ag（I）衍生物。而且，
• Induction of Columnar Mesomorphism in Tetracoordinated Ionic Silver( <scp>I</scp> ) Complexes Based on Chelate 4,4'‐Disubstituted 2,2'‐Bipyridines
  作者：Daniela Pucci、Giovanna Barberio、Anna Bellusci、Alessandra Crispini、Massimo La Deda、Mauro Ghedini、Elisabeta Ildyko Szerb

  DOI：10.1002/ejic.200500002

  日期：2005.6

  nonmesomorphic 4,4'-disubstituted 2,2'-bipyridines, Ln, yielded a series of bis-chelate ionic silver complexes [Ag(Ln)2]X. Complexation induced columnar mesomorphism in all the silver(I) tetra-branched bipyridine derivatives and the role of the counterion proved to be crucial in the generation of different symmetries of the mesophase. Remarkably, all silver(I) complexes exhibit emission at room temperature

  三氟甲磺酸银 (AgOTf) 和十二烷基硫酸银 (AgDOS) 与两种非介晶 4,4'-二取代 2,2'-联吡啶 Ln 反应生成一系列双螯合离子银络合物 [Ag(Ln)2] X。所有银 (I) 四支化联吡啶衍生物中的络合诱导柱状介晶现象，并且证明反离子的作用在中间相的不同对称性的产生中至关重要。值得注意的是，所有的银 (I) 配合物在室温下在溶液和固态下都表现出发射。(© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2005)
• Cationic Cyclometalated Iridium Luminophores:  Photophysical, Redox, and Structural Characterization
  作者：Francesco Neve、Massimo La Deda、Alessandra Crispini、Anna Bellusci、Fausto Puntoriero、Sebastiano Campagna

  DOI：10.1021/om049493x

  日期：2004.11.1

  polypyridine ligands affect in a substantial way the redox and photophysical properties of the compounds. In particular, a phenyl substituent on the polypyridine chelating ligand in the 6‘ position (complexes 1−3) stabilizes oxidation of an orbital which receives significant contributions from the ppy ligands and leads to emission from triplet ligand-to-ligand charge transfer (LLCT) excited states. When such

  报道了一系列阳离子环金属化的Ir（III）配合物的光物理和电化学性质。的络合物是通式[的Ir（ppy）的2（R，R'-联吡啶）] +（1 - 5 ; PF 6 -作为抗衡离子），其中PPY = 2-苯基吡啶的阴离子。配合物1 - 3包含带有R和R和4' ”在6'个取代基的不对称配体BPY位，而配合物4和5的熊联吡啶配体在4和4'对称取代的位置。配合物5在结构上通过单晶X射线晶体学表征，显示出顺式ppy配体的金属化C原子的排列。由于自旋允许的以配体为中心的（LC）跃迁，所有物种在UV区域均表现出较强的吸收性；由于电荷转移（CT）跃迁，所有物种在可见光区域均具有中等强度的谱带。在每个复合物中已经证明了几种氧化还原过程，并将其分配给特定的组件。所述复合物也表现出相对强的和长寿命（从10 - 8〜10 - 5s，取决于温度和基质）的发光，在所有使用的实验条件下（乙腈溶液和旋涂膜在298 K下；丁腈刚性基质在77
• WO2008/123673
  申请人：——

  公开号：——

  公开（公告）日：——
• Effect of Axial Interactions on the Formation of Mesophases: Comparison of the Phase Behavior of Dialkyl 2,2′-bipyridyl-4,4′-dicarboxylate Complexes of Pt(II), Pt(IV), and Pt(II)/Pt(IV) Molecular Alloys
  作者：Rachel J. Allenbaugh、Cynthia K. Schauer、Amanda Josey、James D. Martin、Denis V. Anokhin、Dimitri A. Ivanov

  DOI：10.1021/cm3018105

  日期：2012.12.11

  Crystal engineering through the use of metal-based interactions is relatively common, but this approach has not been widely used to develop highly ordered liquid-crystalline (LC) phases. Herein is presented a Pt(II)/Pt(IV) system with a highly ordered LC phase engineered to form through metal-based MX chain interactions of the type Pt(II)center dot center dot center dot Cl-Pt(IV). This LC material constitutes a molecular alloy in which a single mesophase is formed from two components, and is the first alloy to include a Pt(IV) component. The molecular alloy was characterized via differential scanning calorimetry (DSC), polarizing optical microscopy (POM), and variable-temperature X-ray diffraction (VT XRD). The alloy properties are contrasted with complimentary analyses of the individual components. The newly synthesized tetrachloro(dialkyl 4,4'-dicarboxylate-2,2'-bipyridyl)platinum(IV) complexes ((PtLCl4)-Cl-n, n is the number of carbons in the alkyl chain) are themselves liquid crystalline. Structural and thermal properties of the Pt(II) analogues are presented to provide context to the behaviors of the Pt(IV) species and the alloys. Single-crystal X-ray diffraction data is presented for (PtLCl2)-Cl-1 center dot CH2Cl2, (PtLCl2)-Cl-2, and (PtLCl2)-Cl-16-center dot 2CHCl(3). This study demonstrates the potential of mesophase ordering through carefully engineered metal-based interactions. The resulting alloy provides a phase for studying MX chain interactions outside of the solid state.