[2-(p-chlorophenyl)ethyl]triphenylphosphonium bromide

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: [2-(p-chlorophenyl)ethyl]triphenylphosphonium bromide
• 英文别名: 4-chlorophenethyltriphenylphosphonium bromide；2-(4-Chlorphenyl)-ethyltriphenylphosphonium-Ion；2-(4-Chlorophenyl)ethyl-triphenylphosphanium;bromide
• 化学式: Br*C₂₆H₂₃ClP
• 分子量: 481.799
• InChiKey: QNRFCWOKUYRXMD-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  2.88
• 重原子数：
  29
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  [2-(p-chlorophenyl)ethyl]triphenylphosphonium bromide 在 苯基锂 作用下， 生成 1,4-Bis-(4-chlorphenyl)-2-butanol
  参考文献：
  名称：

  Inductive enhancement of aryl participation

  摘要：

  DOI：

  10.1021/ja00451a035
• 作为产物：
  描述：

  对氯苯乙酸 在 lithium aluminium tetrahydride 、 三溴化磷 作用下， 生成 [2-(p-chlorophenyl)ethyl]triphenylphosphonium bromide
  参考文献：
  名称：

  Inductive enhancement of aryl participation

  摘要：

  DOI：

  10.1021/ja00451a035

文献信息

• The preparation of 3-substituted-1,5-dibromopentanes as precursors to heteracyclohexanes
  作者：Bryan Ringstrand、Martin Oltmanns、Jeffrey A Batt、Aleksandra Jankowiak、Richard P Denicola、Piotr Kaszynski

  DOI：10.3762/bjoc.7.49

  日期：——

  The methodology to prepare 3-substituted 1,5-dibromopentanes I and their immediate precursors, which include 3-substituted 1,5-pentanediols VII or 4-substituted tetrahydropyrans VIII, is surveyed. Such dibromides I are important intermediates in the preparation of liquid crystalline derivatives containing 6-membered heterocyclic rings. Four dibromides 1a-1d containing simple alkyl and more complex

  研究了制备 3-取代的 1,5-二溴戊烷 I 及其直接前体（包括 3-取代的 1,5-戊二醇 VII 或 4-取代的四氢吡喃 VIII）的方法。这种二溴化物I是制备含有6元杂环的液晶衍生物的重要中间体。制备了四种二溴化物 1a-1d，在 3 位含有简单的烷基和更复杂的片段。3-丙基-和3-戊基-戊烷-1,5-二醇（2a，b）从戊二酸或丙二酸二酯开始制备，而四氢吡喃3c和3d从四氢-4H-吡喃-4-酮获得。讨论了每条路线的优缺点。二溴化物 1c 和 1d 用于制备锍两性离子 11c 和 11d。
• Unusual Reaction Course of Styrenes to 2-Arylethyltriphenylphosphonium Salts
  作者：Kentaro Okuma、Koichiro Yoshitake、Toshiharu Izaki、Keiko Yoshida、Kosei Shioji

  DOI：10.1246/bcsj.80.1785

  日期：2007.9.15

  the other hand, thermolysis of 1-indanyltriphenylphosphonium bromide gave indene and triphenylphosphonium bromide. From deuterium and 13 C-labeled experiments, the interconversion of primary and secondary cation intermediates was suggested. No neighboring phenyl group (phenonium cation intermediate) interaction was observed.

  1-芳乙基三苯基溴化鏻热重排为2-芳乙基三苯基溴化鏻。通过使苯乙烯、HBr 和三苯基膦反应直接形成 2-芳乙基溴化鏻。另一方面，1-茚基三苯基溴化鏻热解得到茚和三苯基溴化鏻。从氘和 13 C 标记的实验中，提出了初级和次级阳离子中间体的相互转化。没有观察到相邻的苯基（苯鎓阳离子中间体）相互作用。
• Synthesis of 1-Aryltetralins via Re₂O₇/HReO₄ Mediated Intramolecular Hydroarylations
  作者：Rukhsar Gul、Liqun Hu、Yibing Liu、Youwei Xie

  DOI：10.1021/acs.joc.3c00639

  日期：2023.8.18

  Here, we describe highly efficient intramolecular hydroarylations mediated by Re2O7/HReO4. Styrene derivatives of different electronic properties have been activated to effect a challenging intramolecular hydroarylation for the facile access to various substituted 1-aryltetralin structures. This method is characterized by mild reaction conditions, broad substrate scope, high chemical yields, and 100%

  在这里，我们描述了由 Re 2 O 7 /HReO 4介导的高效分子内加氢芳基化。不同电子特性的苯乙烯衍生物已被激活，以实现具有挑战性的分子内加氢芳基化，从而轻松获得各种取代的 1-芳基四氢化萘结构。该方法具有反应条件温和、底物范围广、化学收率高、原子经济性100%等特点。iso CA-4 类似物的有效全合成例证了该方法的潜在合成应用。
• Design, synthesis and in vitro evaluation of novel chroman-4-one, chroman, and 2H-chromene derivatives as human rhinovirus capsid-binding inhibitors
  作者：Cinzia Conti、Luca Proietti Monaco、Nicoletta Desideri

  DOI：10.1016/j.bmc.2011.10.060

  日期：2011.12

  As part of an effort to generate broad-spectrum inhibitors of rhinovirus replication, novel series of (E)-3-[(E)-3-phenylallylidene]chroman-4-ones 1a-e, (E)-3-(3-phenylprop-2-yn-1-ylidene)chroman-4-ones 2a and 2b, (Z)-3-[(E)-3-phenylallylidene]chromans 3a-e, and (E)-3-(3-phenylprop-1-en-1-yl)-2H-chromenes 4a-d were designed and synthesized. All the compounds were tested in vitro for their efficacy against infection by human rhinovirus (HRV) 1B and 14, two representative serotypes for rhinovirus group B and A, respectively. Most of the analogues were found to be potent and selective inhibitors of both HRVs, although HRV 1B was generally more susceptible than HRV 14. Mechanism of action studies of (E)-6-chloro-3-(3-phenylprop-1-en-1-yl)-2H-chromene 4b, the most potent compound on HRV 1B infection, suggested that 4b behaves as a capsid-binder probably acting at the uncoating level. (C) 2011 Elsevier Ltd. All rights reserved.