(4-丁基苯基)三氟硼酸钾 | 1412414-09-5

• 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-丁基苯基)三氟硼酸钾
• 中文别名: 4-丁基苯基三氟硼酸钾
• 英文名称: potassium (4-n-butylphenyl)trifluoroborate
• 英文别名: Potassium 4-butylphenyltrifluoroborate；potassium;(4-butylphenyl)-trifluoroboranuide
• CAS: 1412414-09-5
• 化学式: C₁₀H₁₃BF₃*K
• 分子量: 240.118
• InChiKey: LMRSUMOZYVDMLI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.09
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  4

安全信息

• 危险性防范说明：
  P261,P264,P271,P280,P302+P352,P304+P340,P305+P351+P338,P312,P362,P403+P233,P501
• 危险性描述：
  H315,H319,H335

反应信息

• 作为反应物：
  描述：

  五氟苯 、 (4-丁基苯基)三氟硼酸钾 在 palladium diacetate 、 silver(l) oxide 作用下， 以 N-甲基吡咯烷酮 为溶剂， 反应 15.0h， 以85%的产率得到4'-butyl-2,3,4,5,6-pentafluorobiphenyl
  参考文献：
  名称：

  Preparation of fluorinated biaryls through direct palladium-catalyzed coupling of polyfluoroarenes with aryltrifluoroborates

  摘要：

  The direct palladium-catalyzed coupling of polyfluoroarenes with aryltrifluoroborates gave the desired products of fluorinated biaryls in good to excellent yields. A diverse set of important functional groups including methoxy, aldehyde, ester, nitro and halide can be well tolerated in the protocol. (c) 2013 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jfluchem.2013.03.017
• 作为产物：
  描述：

  二氟化氢钾 、 硼烷-二异丙胺 、 对丁基溴苯 在 magnesium 、 甲醇 作用下， 以 四氢呋喃 、 甲醇 、 水 为溶剂， 反应 2.0h， 以85%的产率得到(4-丁基苯基)三氟硼酸钾
  参考文献：
  名称：

  镁促进胺硼烷络合物的自催化脱氢：可靠，无低温，可扩展地获得硼酸

  摘要：

  由于二烷基胺-硼烷络合物具有异常的反应活性，因此开发了一种简单地获取硼酸的方法。将氨基硼氢化镁的固有不稳定性调整为串联脱氢硼化序列。出发经由自催化循环，amineborane脱氢诱导各种格利雅试剂。总体而言，将有机镁物质添加到专门设计的二烷基胺-硼烷络合物上可产生高产率的各种硼酸。另外，该反应可以在Barbier条件下大规模进行。

  DOI：

  10.1016/j.tet.2018.11.036

文献信息

• [EN] FLUORINATION OF ARYL COMPOUNDS<br/>[FR] FLUORATION DE COMPOSÉS ARYLES
  申请人：UNIV CALIFORNIA

  公开号：WO2014107379A1

  公开（公告）日：2014-07-10

  The invention provides compositions and methods of using the compositions in fluorinating aryl precursors containing a leaving group replaceable by a fluorine atom. The compositions include a metal ion source, a electrophilic fluorine source, a base, and a compound, which is an aryl precursor of the aryl fluoride, and which has a leaving group replaceable by the fluorine atom. Exemplary methods of the invention make use of such compositions and methods to prepare an aryl fluoride compound. In an exemplary embodiment, the electrophilic fluorine source is a source of 18F.

  这项发明提供了一种在含有可被氟原子取代的离去基团的芳基前体中进行氟化的组合物和使用这些组合物的方法。这些组合物包括金属离子源、亲电性氟源、碱和一种化合物，该化合物是芳基氟化物的芳基前体，并且具有可被氟原子取代的离去基团。该发明的示例方法利用这些组合物和方法来制备芳基氟化物。在一个示例实施方式中，亲电性氟源是18F的源。
• Copper-Mediated Fluorination of Arylboronate Esters. Identification of a Copper(III) Fluoride Complex
  作者：Patrick S. Fier、Jingwei Luo、John F. Hartwig

  DOI：10.1021/ja310909q

  日期：2013.2.20

  A method for the direct conversion of arylboronate esters to aryl fluorides under mild conditions with readily available reagents is reported. Tandem reactions have also been developed for the fluorination of arenes and aryl bromides through arylboronate ester intermediates. Mechanistic studies suggest that this fluorination reaction occurs through facile oxidation of Cu(I) to Cu(III), followed by rate-limiting transmetalation of a bound arylboronate to Cu(III). Fast C-F reductive elimination is proposed to occur from an aryl- copper(III)-fluoride complex. Cu(III) intermediates have been generated independently and identified by NMR spectroscopy and ESI-MS.
• Room-temperature base-free copper-catalyzed trifluoromethylation of organotrifluoroborates to trifluoromethylarenes
  作者：Yuanyuan Huang、Xin Fang、Xiaoxi Lin、Huaifeng Li、Weiming He、Kuo-Wei Huang、Yaofeng Yuan、Zhiqiang Weng

  DOI：10.1016/j.tet.2012.09.083

  日期：2012.12

  An efficient room temperature copper-catalyzed trifluoromethylation of organotrifluoroborates under the base free condition using an electrophilic trifluoromethylating reagent is demonstrated. The corresponding trifluoromethylarenes were obtained in good to excellent yields and the reaction tolerates a wide range of functional groups. (C) 2012 Elsevier Ltd. All rights reserved.