4-(1-苯基-丙基)-吡啶 | 853918-46-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 4-(1-苯基-丙基)-吡啶
• 英文名称: 4-(1-phenylpropyl)pyridine
• CAS: 853918-46-4
• 化学式: C₁₄H₁₅N
• 分子量: 197.28
• InChiKey: TUUJEWPMKVPPSH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  12.9
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  4-(1-苯基-丙基)-吡啶 在 氨 、 potassium amide 作用下， 生成 4-(1-ethyl-1-phenyl-propyl)-pyridine
  参考文献：
  名称：

  Alpha-alkylated, 4-benzyl pyridines and certain substitution derivatives

  摘要：

  公开号：

  US02727895A1
• 作为产物：
  描述：

  4-苄基吡啶 在 溴乙烷 、 氨 、 sodium amide 作用下， 生成 4-(1-苯基-丙基)-吡啶
  参考文献：
  名称：

  Alpha-alkylated, 4-benzyl pyridines and certain substitution derivatives

  摘要：

  公开号：

  US02727895A1

文献信息

• Organoborohydride-catalyzed Chichibabin-type C4-position alkylation of pyridines with alkenes assisted by organoboranes
  作者：Ying Wang、Runhan Li、Wei Guan、Yanfei Li、Xiaohong Li、Jianjun Yin、Ge Zhang、Qian Zhang、Tao Xiong、Qian Zhang

  DOI：10.1039/d0sc04808a

  日期：——

  prior formation of N-activated pyridines, organometallic reagents, and extra oxidation operation for the construction of a C–C bond at the C4-position of the pyridines in previous methods are not required. The corresponding mechanism and the key roles of the organoborane were elaborated by the combination of H/D scrambling experiments, 11B NMR studies, intermediate trapping experiments and computational

  第一NaBEt 3 H-催化分子间吡啶Chichibabin型烷基化和其与烯烃作为潜亲核试剂衍生物呈现BET的协助3，以及一系列支链C4烷基化吡啶，即使高度拥塞全碳季中心含-三芳基甲烷可以以区域特异性方式获得。因此，传统上依赖于高成本和低可用性的过渡金属催化剂，先形成N活化的吡啶，有机金属试剂和在以前方法中不需要额外的氧化操作来在吡啶的C4位上构建C–C键。H / D加扰实验，11 B NMR研究，中间捕获实验和计算研究相结合详细阐述了有机硼烷的相应机理和关键作用。这种直接的，机械上独特的有机催化技术不仅为经典的但仍未得到很好开发的奇奇巴宾型反应打开一扇新门，而且为开发新型C–C键形成方法建立了新平台。
• Photoinduced direct 4-pyridination of C(sp3)–H Bonds
  作者：Tamaki Hoshikawa、Masayuki Inoue

  DOI：10.1039/c3sc51080h

  日期：——

  Direct substitution of hydrogen in C(sp3)–H bonds by 4-pyridine was achieved by employing benzophenone and 4-cyanopyridine in aqueous acetonitrile under photo-irradiating conditions. This simple and mild 4-pyridination proceeds in a highly chemoselective manner especially at benzylic C(sp3)–H bonds without affecting polar functional groups, and enables intermolecular formation of sterically hindered bonds between alkylaromatics and 4-pyridine. The present methodology thus serves as a powerful tool for construction of biologically active and functional molecules with 4-pyridine substructures.

  通过在光照射条件下，在含水的乙腈中使用二苯甲酮和4-氰基吡啶，实现了直接将氢原子替代到C(sp3)‒H键中形成4-吡啶基的反应。这种简单温和的4-吡啶化过程以高度化学选择性的方式进行，特别适用于苯甲位C(sp3)‒H键，且不影响极性官能团，并能够实现烷基芳香化合物与4-吡啶之间的分子间形成立体障碍的键。因此，本方法成为构建含有4-吡啶基结构的生物活性分子和功能分子的有力工具。
• Toulate ester for use as reactive and non-reactive diluent in polymer applications
  申请人：McAdams Araullo Carina

  公开号：US20060223925A1

  公开（公告）日：2006-10-05

  This invention relates to toluate ester compositions and their use as solvent, plasticizers, extender and/or diluents in binder formulations, a method of producing such ester compositions, as well as polymer compositions containing such liquid ester compositions. The method of making toluate based esters by reacting methyl-p-toluate with ethylene glycol, diethylene or triethylene glycol, butanediol, etc. More particularly, this invention relates to the mono-or di-ester of methyl toluic acid with a diol containing 2 to 6 carbon atoms that are low viscosity liquids at 25° C. The most common polymer that employs plasticizer is polyvinyl chloride (PVC). Typical amounts of plasticizer in PVC are from about 3 wt. % to about 50 wt. %. Phenolic resins generally require solvents, diluents and/or extenders that reduce the volatility and viscosity of the resin, especially when it is used in building and automotive products. Typical amounts of solvent are from about 5 wt. % to about 65 wt. %.

  这项发明涉及甲苯酸酯组合物及其在粘合剂配方中作为溶剂、增塑剂、延伸剂和/或稀释剂的用途，一种生产这种酯组合物的方法，以及含有这种液体酯组合物的聚合物组合物。通过将对甲苯酸甲酯与乙二醇、二乙二醇或三乙二醇、丁二醇等反应制备基于甲苯酸酯的方法，更具体地，这项发明涉及含有2至6个碳原子的二元醇的甲基甲苯酸的单酯或双酯，在25°C时为低粘度液体。最常用增塑剂的聚合物是聚氯乙烯（PVC）。PVC中的增塑剂的典型含量约为3重量%至50重量%。酚醛树脂通常需要减少树脂的挥发性和粘度的溶剂、稀释剂和/或延伸剂，特别是在建筑和汽车产品中使用时。溶剂的典型含量约为5重量%至65重量%。
• Nickel-catalysed para-CH activation of pyridine with switchable regioselective hydroheteroarylation of allylarenes
  作者：Wei-Chih Lee、Chien-Hung Chen、Cheng-Yuan Liu、Ming-Shiuan Yu、Yung-Huei Lin、Tiow-Gan Ong

  DOI：10.1039/c5cc07455j

  日期：——

  para-CH activation of pyridine with allylbenzene is described by Ni/Al cooperative catalysis to achieve branch and linear selectivity.

  使用Ni/Al协同催化描述了烯丙基苯与吡啶的para-CH活化，以实现支链和线性选择性。
• Lewis Acid-Catalyzed Selective Reductive Decarboxylative Pyridylation of <i>N</i>-Hydroxyphthalimide Esters: Synthesis of Congested Pyridine-Substituted Quaternary Carbons
  作者：Liuzhou Gao、Guoqiang Wang、Jia Cao、Hui Chen、Yuming Gu、Xueting Liu、Xu Cheng、Jing Ma、Shuhua Li

  DOI：10.1021/acscatal.9b03798

  日期：2019.11.1

  practical and efficient Lewis acid-catalyzed radical–radical coupling reaction of N-hydroxyphthalimide esters and 4-cyanopyridines with inexpensive bis(pinacolato)diboron as reductant has been developed. With ZnCl2 as the catalyst, a wide range of quaternary 4-substituted pyridines, including highly congested diarylmethyl and triarylmethyl substituents, could be selectively obtained in moderate to good

  开发了一种实用而有效的路易斯酸催化N-羟基邻苯二甲酰亚胺酯和4-氰基吡啶与廉价的双（频哪醇）二硼烷作为还原剂的自由基-自由基偶联反应。用ZnCl 2作为催化剂，可以选择性地以中等到良好的收率和宽泛的官能团耐受性，选择性地获得包括高度拥挤的二芳基甲基和三芳基甲基取代基在内的各种季4-取代的吡啶。结合理论计算和实验研究表明，路易斯酸可以与吡啶-硼基自由基的氰基配位，从而降低C-C偶联途径的活化势垒，从而导致4取代的吡啶的形成。此外，它还可以促进自由基-自由基偶联中间体的脱氰/芳构化。