1-[4,4-bis(4-hydroxy-3,5-dimethoxyphenyl)piperidin-1-yl]ethan-1-one | 134594-67-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: 1-[4,4-bis(4-hydroxy-3,5-dimethoxyphenyl)piperidin-1-yl]ethan-1-one
• 英文别名: 1-[4,4-bis(4-hydroxy-3,5-dimethoxyphenyl)piperidin-1-yl]ethanone
• CAS: 134594-67-5
• 化学式: C₂₃H₂₉NO₇
• 分子量: 431.486
• InChiKey: XJPKPQYRTXCWCW-UHFFFAOYSA-N

物化性质

• 沸点：
  635.9±55.0 °C(Predicted)
• 密度：
  1.238±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.06
• 重原子数：
  31.0
• 可旋转键数：
  6.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  97.69
• 氢给体数：
  2.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  1-[4,4-bis(4-hydroxy-3,5-dimethoxyphenyl)piperidin-1-yl]ethan-1-one 在 CsCO₃ 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 20.0h， 生成 1-acetyl-4,4-bis(4-<3-(2-formylphenoxy)propoxy>-3,5-dimethoxyphenyl)piperidine
  参考文献：
  名称：

  Porphyrin-cyclophanes: Inclusion complexation and x-ray crystal structure of a zinc octamethyldiphenylporphyrin

  摘要：

  The synthesis, characterization, and complexation properties of two novel porphyrincyclophanes are reported. In the first system, one face of an octamethyldiphenylporphyrin is capped by one diphenylmethane unit. In the second system, both faces of a tetraphenylporphyrin are strapped by diphenylmethane units. The X-ray crystal structure has been determined for the singly-capped zinc octamethyldiphenylporphyrin.

  DOI：

  10.1016/s0040-4020(01)81777-4
• 作为产物：
  描述：

  N-乙酰基-4-哌啶酮 、 2,6-二甲氧基苯酚 在 硫酸 作用下， 以83%的产率得到1-[4,4-bis(4-hydroxy-3,5-dimethoxyphenyl)piperidin-1-yl]ethan-1-one
  参考文献：
  名称：

  Porphyrin-cyclophanes: Inclusion complexation and x-ray crystal structure of a zinc octamethyldiphenylporphyrin

  摘要：

  The synthesis, characterization, and complexation properties of two novel porphyrincyclophanes are reported. In the first system, one face of an octamethyldiphenylporphyrin is capped by one diphenylmethane unit. In the second system, both faces of a tetraphenylporphyrin are strapped by diphenylmethane units. The X-ray crystal structure has been determined for the singly-capped zinc octamethyldiphenylporphyrin.

  DOI：

  10.1016/s0040-4020(01)81777-4

文献信息

• Large Water-Soluble Cyclophanes with Convergent Intracavity Functionality
  作者：Fran�ois Diederich、Daniel R. Carcanague

  DOI：10.1002/hlca.19940770320

  日期：1994.5.11

  inside the cavity. The cyclophanes were designed to include organic substrates via a combination of apolar and specific polar functional group interactions. The X-ray crystal-structure analysis of the tritopic receptor 18 with one potential neutral-molecule and two cation-binding sites showed a large rectangular open cavity with dimensions of roughly 9 × 14 Å and a spacing of 9.7 Å between the O-atoms

  新的三环间隔基很容易通过取代的二苄基酮的四倍Mannich反应获得，被引入到一系列十个H 2 O可溶性环烷中，它们具有宽敞的预组织空腔结合位点。这些间隔基提供了H 2 O溶解性，而胺或冠醚官能团的位置远离环烷酮腔，同时在腔内以精确的几何阵列定向官能团（例如酮基或OH基）。通过非极性和特定极性官能团相互作用的组合，环烷被设计为包括有机底物。三位点受体18的X射线晶体结构分析具有一个潜在的中性分子和两个阳离子结合位点的分子显示出一个大的矩形开放腔，尺寸约为9×14Å，两个会聚的CO基团的O原子之间的间距为9.7Å。尽管有结合位点的预组织，但结合了两个新间隔基的环烷在水溶液中未显示任何底物结合。这些系统不能作为受体起作用主要是由于对重要的环烷芳族环-客体相互作用的空间位阻。同样，腔内功能性的有利溶剂化可以防止复合物的形成。发现由新型间隔基和二苯甲烷单元构建的杂合受体可以结合平坦的芳香族底物以及庞大的[4
• Aqueous Assembly of Zwitterionic Daisy Chains
  作者：Yves Aeschi、Sylvie Drayss‐Orth、Michal Valášek、Daniel Häussinger、Marcel Mayor

  DOI：10.1002/chem.201803944

  日期：2019.1.2

  The synthesis and characterization of zwitterionic molecular [c2]‐ and [a2]‐daisy chains are described, relying on recognition of a positively charged cyclophane and a negatively charged oligo(phenylene‐ethynylene) (OPE) rod in aqueous medium. For this purpose, syntheses of an acetylene‐functionalized macrocyclic receptor and a water‐soluble OPE‐rod as the guest component are presented, from which

  描述了两性离子分子[ c 2]-和[ a 2]-雏菊链的合成和表征，这取决于在水性介质中对带正电的环烷和带负电的低聚（亚苯基-乙炔）（OPE）棒的识别。为此，提出了乙炔官能化的大环受体和水溶性OPE-棒作为客体组分的合成方法，由此制备了异位异位菊花链单体。该单体在水/甲醇4：1中强烈聚集，并形成分子菊花链，这些分子菊花链是互锁物质，是从浓度为1 m m的塞子反应中分离出来的。环状二聚体[ C ^2]是主要产物，分离出的收率为30％，由非对映异构体的混合物组成，由1 H NMR光谱证明。
• Cyclophane-arene inclusion complexation in protic solvents: solvent effects versus electron donor-acceptor interactions
  作者：Stephen B. Ferguson、Elizabeth M. Sanford、Eileen M. Seward、Francois Diederich

  DOI：10.1021/ja00014a037

  日期：1991.7

  derivatives by cyclophanes. The major attractive host-guest interactions in these complexes are π-π stacking and edge-to-face aromatic-aromatic interactions. Individual studies investigate relative binding strength as a function of (i) the electronic properties of the guests, (ii) the nature of the solvent, and (iii) the nature of the cyclophane hosts. For these investigations, two new tetraoxa [n.l

  本文描述了环芳烃对中性 2,6-二取代萘和对二取代苯衍生物的包合络合的综合 1 H NMR 分析。这些复合物中主要有吸引力的主客体相互作用是 π-π 堆积和边对面的芳香-芳香相互作用。个别研究调查了作为 (i) 客体的电子特性、(ii) 溶剂的性质和 (iii) 环烷主体性质的函数的相对结合强度。对于这些研究，合成了两个新的四氧杂 [nln] 环芳烃，在芳醚键的邻位有八个甲氧基
• Synthesis of Novel Water-soluble Molecular Bowls and Their Unique Complexing Behavior with 1-Anilinonaphthalene-8-sulfonate
  作者：Kei Goto、Shigehisa Akine、Tomoko Hayashi、Renji Okazaki

  DOI：10.1246/cl.1998.291

  日期：1998.4

  Novel water-soluble bowl-shaped cyclophanes 1 and 2 were synthesized. Complexation study in 25% aqueous methanol revealed that 1 and 2 form 2:1 (host/guest) complexes with 1-anilinonaphthalene-8-sulfonate (ANS). The emission wavelength of ANS encapsulated by 1 and 2 as well as the related monocyclic cyclophanes was usefully employed to demonstrate that the host/guest ratio of the complex significantly affects the micropolarity of the guest-binding site of these cyclophanes.

  合成了新型水溶性碗状环烷1和2。在 25% 甲醇水溶液中的络合研究表明，1 和 2 与 1-苯胺萘-8-磺酸盐 (ANS) 形成 2:1（主体/客体）络合物。 1和2以及相关单环环烷封装的ANS的发射波长可有效地证明复合物的主体/客体比例显着影响这些环烷的客体结合位点的微极性。
• Anderson, Sally; Aplin, Robin T.; Claridge, Tim D. W., Journal of the Chemical Society. Perkin transactions I, 1998, # 15, p. 2383 - 2397
  作者：Anderson, Sally、Aplin, Robin T.、Claridge, Tim D. W.、Goodson III, Theodore、Maciel, Angela C.、Rumbles, Garry、Ryan, John F.、Anderson, Harry L.

  DOI：——

  日期：——