4-<(4'-hexadecyloxyphenyl)benzoate>aminophenyl | 147622-39-7

• 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-<(4'-hexadecyloxyphenyl)benzoate>aminophenyl
• 英文别名: 4-hexadecyloxybenzoic acid 4-aminophenyl ester；4-(4'-hexadecyloxybenzoyloxy)aniline；4-aminophenyl 4-hexadecyloxybenzoate；(4-Aminophenyl) 4-hexadecoxybenzoate；(4-aminophenyl) 4-hexadecoxybenzoate
• CAS: 147622-39-7
• 化学式: C₂₉H₄₃NO₃
• 分子量: 453.665
• InChiKey: ZGFICNNTTSJDFA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  10.5
• 重原子数：
  33
• 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：
  61.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-<(4'-hexadecyloxyphenyl)benzoate>aminophenyl 以 乙腈 为溶剂， 反应 8.0h， 生成 bis(4-hexadecyloxybenzoic acid 4-[4,4,4-trifluoro-3-oxo-but-1-enylaminato]phenyl ester)palladium(II)
  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：

  溴代十六烷 在 palladium on activated charcoal 4-二甲氨基吡啶 、 氢氧化钾 、 氢气 、 potassium carbonate 、 N,N'-二环己基碳二亚胺 作用下， 以 乙醇 、 二氯甲烷 、 乙腈 、 苯 为溶剂， 生成 4-<(4'-hexadecyloxyphenyl)benzoate>aminophenyl
  参考文献：
  名称：

  Rodlike metallomesogens containing nickel(ii), palladium(ii) and copper(ii) based on novel enaminoketonato ligands

  摘要：

  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。

  DOI：

  10.1039/b316731c

文献信息

• Bent Molecules with a 60° Central Core Angle that Form B7 and B2 Phases
  作者：Eun-Woo Lee、Koji Takimoto、Masatoshi Tokita、Junji Watanabe、Sungmin Kang

  DOI：10.1002/anie.201403762

  日期：2014.7.28

  Small‐angle bent‐core liquid‐crystalline (LC) molecules based on a 1,2‐bis(phenylethynyl)benzene central core have been synthesized that form banana smectic phases with a ferroelectric B7–antiferroelectric B2 phase sequence upon cooling. The formation of polar, switchable ferro‐/antiferroelectric banana phases indicates that, despite the low core bend angle of approximately 60°, banana smectic phases

  已经合成了基于1,2-双（苯基乙炔基）苯中心核的小角度弯曲核液晶（LC）分子，这些分子在冷却后形成具有铁电B7-反电B2相序列的香蕉近晶相。极性可切换的铁/反铁香蕉相的形成表明，尽管铁心的弯曲角约为60°，但香蕉近晶相仍然形成，其弯曲方向与层平行。这项研究提供了重要的证据，表明具有60°弯曲角的弯曲核分子可以形成众所周知的B2和B7香蕉相。因此，它可能导致制备具有低弯曲角的多种新颖的弯曲分子，这些分子自发地形成具有极化和手性的LC相。
• 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.