4-nitrophenyl-4'-hexadecyloxybenzoate | 68162-42-5

• 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: 4-nitrophenyl-4'-hexadecyloxybenzoate
• 英文别名: 4-Nitrophenyl-4'-hexadecanyloxybenzoat；4-(4'-hexadecyloxybenzoyloxy)nitrobenzene；4-Nitrophenyl 4-(hexadecyloxy)benzoate；(4-nitrophenyl) 4-hexadecoxybenzoate
• CAS: 68162-42-5
• 化学式: C₂₉H₄₁NO₅
• 分子量: 483.648
• InChiKey: DCUYWBWLSHCQSI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  11
• 重原子数：
  35
• 可旋转键数：
  19
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.55
• 拓扑面积：
  81.4
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  4-nitrophenyl-4'-hexadecyloxybenzoate 在 palladium on activated charcoal 、 氢气 作用下， 以 苯 为溶剂， 生成 4-<(4'-hexadecyloxyphenyl)benzoate>aminophenyl
  参考文献：
  名称：

  三氟甲基基团和半氟化侧链对 β-烯氨基酮配体及其双螯合 PdII 络合物的热致液晶行为的综合稳定作用

  摘要：

  制备了几种线性β-烯氨基酮配体及其相应的双螯合PdII配合物，在螯合中心带有甲基和三氟甲基的各种组合，以及外围烃和全氟侧链。研究了这些结构修饰对配体和相应金属配合物的热致液晶行为的影响。讨论了分子结构与相应热性能之间的关系。正如预期的那样，液晶行为的持久性对两种应用的结构操作都高度敏感。一方面，螯合部分周围空间拥挤的增加显然不利于保持介晶性。另一方面，分子末端的全氟化链偶尔可以恢复它。因此，调节两个结构参数之间的平衡可以精确控制化合物的介晶性质。

  DOI：

  10.1002/ejic.201402489
• 作为产物：
  描述：

  对羟基苯甲酸甲酯 在 4-二甲氨基吡啶 、 potassium carbonate 、 N,N'-二环己基碳二亚胺 、 potassium hydroxide 作用下， 以 乙醇 、 二氯甲烷 、 乙腈 为溶剂， 生成 4-nitrophenyl-4'-hexadecyloxybenzoate
  参考文献：
  名称：

  三氟甲基基团和半氟化侧链对 β-烯氨基酮配体及其双螯合 PdII 络合物的热致液晶行为的综合稳定作用

  摘要：

  制备了几种线性β-烯氨基酮配体及其相应的双螯合PdII配合物，在螯合中心带有甲基和三氟甲基的各种组合，以及外围烃和全氟侧链。研究了这些结构修饰对配体和相应金属配合物的热致液晶行为的影响。讨论了分子结构与相应热性能之间的关系。正如预期的那样，液晶行为的持久性对两种应用的结构操作都高度敏感。一方面，螯合部分周围空间拥挤的增加显然不利于保持介晶性。另一方面，分子末端的全氟化链偶尔可以恢复它。因此，调节两个结构参数之间的平衡可以精确控制化合物的介晶性质。

  DOI：

  10.1002/ejic.201402489

文献信息

• Rodlike metallomesogens containing nickel(<scp>ii</scp>), palladium(<scp>ii</scp>) and copper(<scp>ii</scp>) based on novel enaminoketonato ligands
  作者：Carsten P. Roll、Alexander G. Martin、Helmar Görls、Guido Leibeling、Daniel Guillon、Bertrand Donnio、Wolfgang Weigand

  DOI：10.1039/b316731c

  日期：——

  Several new enaminoketone mesogens were synthesized and coordinated to various metal salts to yield a variety of novel rodlike metal-containing liquid crystals. The mesophases were characterized by polarized optical microscopy (POM), differential scanning calorimetry (DSC) and small-angle X-ray scattering (SAXS). Whereas the free ligands display SmA and nematic mesophases, the NiII and PdII complexes give rise to SmC and nematic phases, and the paramagnetic CuII mesogens to a narrow temperature-range nematic mesophase only. The magnetic behaviour of the latter was studied by means of EPR and magnetic susceptibility (SQUID) measurements.

  合成了几种新的烯胺酮介晶，并与各种金属盐配合，得到了多种新型含金属棒状液晶。通过偏光显微镜（POM）、差示扫描量热法（DSC）和小角X射线散射（SAXS）对介晶相进行了表征。自由配体显示出向列相和近晶A相，而NiII和PdII配合物产生近晶C相和向列相，顺磁性CuII介晶仅在狭窄的温度范围内形成向列相。后者的磁性行为通过电子顺磁共振（EPR）和磁化率（SQUID）测量进行了研究。
• Polyfunctional phosphine ligands. Preparation of 4′-formyl-2-diphenylphosphinoacetophenone and its coordination properties
  作者：Daravong Soulivong、Raymond Ziessel、Dominique Matt

  DOI：10.1016/0022-328x(94)84067-9

  日期：1994.7

  [4′-CH(OC2H5)2}C6H4]CH(OH) CH3 (2). This is oxidized with MnO2 to yield the key ketone [4′-CH(OC2H5)2}C6H4]C(O)CH3 (3). Metallation of 3 with LiN[(CH3)3Si]2 and subsequent reaction with Ph2PCl affords the phosphine [4′-CH(OC2H5) 2}C6H4]C(O)CH2PPh2 (4) which after deprotection of the aldehyde function yields 5. Condensation of 5 with the p-substituted anilines H2NA-i and H2NA*-12 gives quantitatively the corresponding

  三功能配体[4'-（CHO）C 6 H 4 ] C（O）CH 2 PPh 2（5）从对苯二甲醛单-（二乙基乙缩醛）（1）开始分四步制备（总收率50％）：1与CH 3 MgBr的反应生成[4'-CH（OC 2 H 5）2 } C 6 H 4 ] CH（OH）CH 3（2）。将其用MnO 2氧化，得到键酮[4'-CH（OC 2 H 5）2 } C 6 H 4] C（O）CH 3（3）。3用LiN [（CH 3）3 Si] 2金属化，然后与Ph 2 PCl反应，得到膦[4'-CH（OC 2 H 5）2 } C 6 H 4 ] C（O）CH 2 PPh 2（4），其在醛官能团脱保护后产生5。5与对位取代苯胺H 2 NA-i和H 2的缩合NA * -12定量给出相应的膦亚胺6-9。化合物4与[Pd（acac）2 ]立即反应，定量生成双-（烯醇式）复合物顺式-[Pd 4'-[CH（OC 2
• Effect of hydrogen-bonded supramolecular assembling on liquid crystal properties of imidazole-containing azomethines and their chelates with copper(II)
  作者：Oleg N. Kadkin、Jigeon Tae、Eun Ho Kim、So Yeon Kim、Moon-Gun Choi

  DOI：10.1080/10610270802709386

  日期：2010.1

  A series of imidazole-containing rod-like Schiff's bases and their ionic copper(II) chelates with various lengths of the terminal alkyl chain containing 6, 8, 10, 12, 14 and 16 carbon atoms have been synthesised. The synthesised compounds were characterised by elemental analyses, H-1 NMR, IR and UV-vis and mass spectroscopies. Thermotropic smectic C mesophases in the ligands and smectic A mesophases in the copper(II) complexes were identified using POM, DSC and small-angle XRD scattering methods. X-ray diffraction patterns of the prepared imidazole imines indicate to supramolecular self-assembled structures in the liquid crystal state, which are formed by means of intermolecular hydrogen bonds. It was established that both liquid crystal arrangement and supramolecular assemblies in ligands disappeared near 190 degrees C, mainly regardless of the lengths of the terminal alkyl chains. Contrary, assembling of the copper(II) complexes into supramolecular bilayers occurs near 200 degrees C, which causes their transition to a smectic A mesophase.
• Synthesis and coordination properties of novel polyfunctional phosphine ligands
  作者：Daravong Soulivong、Dominique Matt、Raymond Ziessel、Laurent Douce、Robert Deschenaux

  DOI：10.1016/s0040-4039(00)77514-9

  日期：1993.2

  4'-formyl-2-diphenylphosphino-acetophenone 5 has been prepared in four steps (50%) starting from terephtalaldehyde mono-(diethylacetal) 1. Condensation of 5 with the para-substituted anilines H2NA-i gives quantitatively the phosphine-imines 6-8. Phosphines 4-6 instantaneously react with Pd(II)(acac)2 to yield the bis-enolato complexes cis-[Pd(II)[4'-(R)C6H4]C(O)=CHPPh2}2] (R=CH(OC2H5)2, CH(O), CH=NA-12).
• A new type of symmetrical banana-shaped material based on N-methyldiphenylamine as a core moiety exhibiting an Ad→A2 transition
  作者：Krishna C. Majumdar、Buddhadeb Chattopadhyay、Santanu Chakravorty、Nilasish Pal、Randhir Kumar Sinha

  DOI：10.1016/j.tetlet.2008.09.161

  日期：2008.12

  The synthesis and characterization of a homologous series of Schiff bases consisting of an N-methyldiphenylamine moiety as the central core is reported, which exhibits smectic A phase and transitions from the partial bilayer SmA(d) phase to the bilayer SmA(2) phase as the temperature is lowered. (C) 2008 Elsevier Ltd. All rights reserved.