5-Hydroxy-isophthalic acid bis-{10-[4-(4'-cyano-biphenyl-4-yloxycarbonyl)-phenoxy]-decyl} ester | 866718-67-4

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 缩酚酸和缩酚酸环醚类
• 英文名称: 5-Hydroxy-isophthalic acid bis-{10-[4-(4'-cyano-biphenyl-4-yloxycarbonyl)-phenoxy]-decyl} ester
• 英文别名: Bis[10-[4-[4-(4-cyanophenyl)phenoxy]carbonylphenoxy]decyl] 5-hydroxybenzene-1,3-dicarboxylate；bis[10-[4-[4-(4-cyanophenyl)phenoxy]carbonylphenoxy]decyl] 5-hydroxybenzene-1,3-dicarboxylate
• CAS: 866718-67-4
• 化学式: C₆₈H₆₈N₂O₁₁
• 分子量: 1089.29
• InChiKey: IWVNHJYWMOCCRZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  17.3
• 重原子数：
  81
• 可旋转键数：
  36
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  192
• 氢给体数：
  1
• 氢受体数：
  13

反应信息

• 作为反应物：
  描述：

  炔丙基脲 、 5-Hydroxy-isophthalic acid bis-{10-[4-(4'-cyano-biphenyl-4-yloxycarbonyl)-phenoxy]-decyl} ester 在 4-吡咯烷基吡啶 、 N,N'-二环己基碳二亚胺 、 DPTS 作用下， 以 二氯甲烷 为溶剂， 以62%的产率得到Bis[10-[4-[4-(4-cyanophenyl)phenoxy]carbonylphenoxy]decyl] 5-pent-4-ynoyloxybenzene-1,3-dicarboxylate
  参考文献：
  名称：

  通过点击化学设计液晶金纳米颗粒。

  摘要：

  在点击反应条件下，基于亚型炔的第一代和第二代树枝状分子被接枝到带有叠氮化物基团的金纳米颗粒上。用树突装饰的纳米颗粒显示出液晶性质和良好的热稳定性。

  DOI：

  10.1039/c2cc17375a
• 作为产物：
  描述：

  氰基联苯酚 在 4-二甲氨基吡啶 、 zinc tetrafluoroborate 、 水 、 4-吡咯烷基吡啶 、 N,N'-二环己基碳二亚胺 、 DPTS 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 56.0h， 生成 5-Hydroxy-isophthalic acid bis-{10-[4-(4'-cyano-biphenyl-4-yloxycarbonyl)-phenoxy]-decyl} ester
  参考文献：
  名称：

  摘要：

  Addition reaction of mesomorphic malonate-based dendrimers (up to the fourth generation) with C-60 gave liquid-crystalline fullerene derivatives. The cyanobiphenyl unit was used as liquid-crystalline promoter. The malonates presented nematic and/or smectic A phases. The fullerenes showed only smectic A phases, with the exception of the second generation dendrimer for which smectic A and nematic phases were observed. The supramolecular organization of the fullerene-based molecular units within the smectic A layers was investigated by X-ray diffraction. Two structural regimes were determined. For the low generation dendrimers, the supramolecular organization is determined by steric factors. For the high generation dendrimers, the mesogenic groups impose a microphase organization: due to lateral extension of the branching part of the molecule, the cyanobiphenyl groups arrange in a parallel fashion as in classical smectic A phases, the rest of the macromolecule being located between the mesogenic sublayers.

  DOI：

  10.1039/b103798f

文献信息

• Dimerization of Dendrimeric Lanthanide Complexes: Thermodynamic, Thermal, and Liquid-Crystalline Properties
  作者：Thomas Binderup Jensen、Emmanuel Terazzi、Kerry-Lee Buchwalder、Laure Guénée、Homayoun Nozary、Kurt Schenk、Benoît Heinrich、Bertrand Donnio、Daniel Guillon、Claude Piguet

  DOI：10.1021/ic101220v

  日期：2010.9.20

  Detailed thermodynamic studies show that the dimeric complexes result from the formation of primary intermetallic nitrate bridges whose strength depends on the metallic size. For each complex, secondary nonspecific interstrand van der Waals interactions produce nonartifactual enthalpy/entropy compensation. In the absence of solvent, only the complexes with the most extended ligands L5 and L6 produce thermotropic

  已经合成了接枝有末端氰基联苯基的一系列10种不同的同构半树枝状三齿配体L5 - L14。与Ln（NO 3）3（Ln =三价镧系元素）反应后，中心的2,6-双（N-乙基苯并咪唑-2-基）吡啶单元经子午三配位与金属形成棒状单体[Ln（L k） （NO 3）3 ]和H形二聚体[Ln 2（L k）2（NO 3）6 ]络合物。对于小鲁三世在阳离子中，单体络合物在非配位的CD 2 Cl 2溶液中定量形成。对于较大的阳离子（Ln = Eu，Pr），热力学平衡2 [Ln（L k）（NO 3）3 ]↔[Ln 2（L k）2（NO 3）6可以在整个配体系列中得到证明。详细的热力学研究表明，二聚体配合物的形成是由于初级金属间硝酸盐桥的形成，其强度取决于金属的大小。对于每个复合物，次级非特异性链间范德华相互作用都会产生非人工的焓/熵补偿。在不存在溶剂的情况下，只有具有最广泛配体L5和L6的配合物才能生成热致中间相
• Thermodynamics of dimerization in solution as a rational tool for inducing nematic vs. smectic organizations in lanthanidomesogens
  作者：Thomas B. Jensen、Emmanuel Terazzi、Bertrand Donnio、Daniel Guillon、Claude Piguet

  DOI：10.1039/b714861e

  日期：——

  The judicious tuning of simple thermodynamic parameters controlling dimerization processes in solution induces a rational switch between smectic and nematic organizations in thermotropic lanthanide-containing liquid crystals.

  明智地调整控制溶液中二聚过程的简单热力学参数会导致热致稀土液晶中近晶组织和向列组织之间的合理转换。
• Liquid-Crystalline Thiol- and Disulfide-Based Dendrimers for the Functionalization of Gold Nanoparticles. Preliminary Communication
  作者：Stéphane Frein、Julien Boudon、Mireille Vonlanthen、Toralf Scharf、Joaquín Barberá、Georg Süss-Fink、Thomas Bürgi、Robert Deschenaux

  DOI：10.1002/hlca.200890253

  日期：2008.12

  Liquid-crystalline dendrons carrying either a thiol or disulfide function which display nematic, smectic A, columnar, or chiral nematic phases have been synthesized. Their mesomorphic properties are in agreement with the nature of the mesogenic units and structure of the dendrons. The first-generation poly(aryl ester) dendron containing two cyanobiphenyl mesogenic units was used to functionalize gold

  已经合成了具有硫醇或二硫键功能的液晶树突，其显示向列相，近晶A相，柱状或手性向列相。它们的介晶性质与介晶单元的性质和树突的结构一致。包含两个氰基联苯介晶单元的第一代聚（芳基酯）树状分子被用于功能化金纳米粒子。为了完全覆盖，当金纳米颗粒散布到碳涂覆的铜网格上时，观察到了近乎纳米级的近晶状超分子组织。该结果表明，本文报道的树枝状配体起自组织促进剂的作用。
• Double Targeting of Tumours with Pyrenyl-Modified Dendrimers Encapsulated in an Arene-Ruthenium Metallaprism
  作者：Anaïs Pitto-Barry、Nicolas P. E. Barry、Olivier Zava、Robert Deschenaux、Paul J. Dyson、Bruno Therrien

  DOI：10.1002/chem.201002634

  日期：2011.2.7

  8‐dioxido‐1,4‐naphthoquinonato (donq) bridges, in the presence of pyrenyl‐containing dendrimers of different generations (P0, P1 and P2), affords the triangular prismatic host–guest compounds [Pn⊂Ru6(p‐cymene)6(tpt)2(donq)3]6+ ([Pn⊂1]6+). The host–guest nature of these systems, with the pyrenyl moiety being encapsulated in the hydrophobic cavity of the cage and the dendritic functional group pointing

  2,4,6-三（吡啶-4-基）-1,3,5-三嗪（TPT）三角板的自组装，带有对苯甲基-钌构筑物和5,8-二氧化物-1,4 -naphthoquinonato（动力国际）桥梁，在不同代的含有芘基-树枝状聚合物（P的存在0，P 1和P 2），得到三角形棱柱主客体化合物[P ñ ⊂Ru 6（对-伞花烃）6（ TPT）2（动力国际）3 ] 6+（[P ñ ⊂ 1 ] 6+）。这些系统的宿主-客体性质是，enyl烯基部分被封装在笼子的疏水腔中，并且树枝状官能团朝外，已通过NMR光谱法（1 H，2D和DOSY）证实。通过NMR和UV / Vis光谱方法在溶液中研究了这些系统的主客体特性，从而确定了它们的亲和常数（K a）。此外，在人卵巢癌细胞上评估了这些水溶性宿主-客体系统将含containing基的树枝状大分子带入癌细胞的能力。宿主-客体系统比空笼[ 1 ] [CF 3 SO 3 ] 6（IC 50≈4μ中号），最活跃的化合物，[P
• Supramolecular Fullerene Materials:  Dendritic Liquid-Crystalline Fulleropyrrolidines
  作者：Stéphane Campidelli、Julie Lenoble、Joaquín Barberá、Francesco Paolucci、Massimo Marcaccio、Demis Paolucci、Robert Deschenaux

  DOI：10.1021/ma051359g

  日期：2005.9.1

  [60]Fullerene-containing liquid-crystalline dendrimers were synthesized from the first to the fourth generation by applying the 1,3-dipolar cycloaddition reaction from a mesomorphic dendritic-type aldehyde derivative, sarcosine (N-methylglycine) or glycine and C-60. The cyanobiphenyl unit was used as a liquid-crystalline promoter. With the exception of the first-generation fullerene dendrimer, which was found to be nonmesomorphic, all fullerene-based dendrimers gave rise to a smectic A phase. The liquid-crystalline fullerenes led to two different supramolecular organizations within the smectic layers: for the second-generation dendrimers, the molecules are oriented in a head-to-tail fashion within the layers; for each molecule the cyanobiphenyl units point in the same direction. For the dendrimers of third and fourth generations, the dendritic core extends laterally, parallel to the layer planes; the mesogenic units are oriented above and below the dendritic core. For the aldehyde precursors, only one organization inside the layers was obtained, similar to the one observed for the third and fourth fullerene-based dendrimers. Cyclic voltametry investigations displayed several one-electron and multielectron reduction processes; no significant interaction in the ground state between the fullerene and the dendrimer was noticed. The title compounds showed the typical electrochemical stability of fulleropyrrolidines.