pentafluorophenyldibromoborane | 1012-83-5

• 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: pentafluorophenyldibromoborane
• 英文别名: dibromo-(2,3,4,5,6-pentafluorophenyl)borane
• CAS: 1012-83-5
• 化学式: C₆BBr₂F₅
• 分子量: 337.677
• InChiKey: CSERMWVNPRWUFF-UHFFFAOYSA-N

物化性质

• 沸点：
  83-88 °C(Press: 20 Torr)
• 密度：
  2.07±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.87
• 重原子数：
  14
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  pentafluorophenyldibromoborane 以 二氯甲烷 为溶剂， 反应 0.5h， 生成 [4-hexyl-5-[3-hexyl-5-[(2,3,4,5,6-pentafluorophenyl)-thiophen-2-ylboranyl]thiophen-2-yl]thiophen-2-yl]-(2,3,4,5,6-pentafluorophenyl)-thiophen-2-ylborane
  参考文献：
  名称：

  A Family of Main-Chain Polymeric Lewis Acids:  Synthesis and Fluorescent Sensing Properties of Boron-Modified Polythiophenes

  摘要：

  A new family of main-chain organoborane polymeric Lewis acids (PTh-BAr) that contain Lewis acidic boron groups embedded into a polythiophene backbone has been prepared under mild conditions through tin-boron exchange reaction. When phenyl and pentafluorophenyl groups are attached to boron, blue and green luminescence is observed, respectively, while the attachment of ferrocenyl substituents leads to a characteristic red color. The incorporation of readily accessible highly Lewis acidic groups into the conjugated polymer backbone provides an opportunity for sensing of Lewis basic substrates. For instance, treatment of the polymer containing phenyl substituents on boron with pyridine leads to efficient quenching of the fluorescence, while the polymer containing ferrocenyl groups changes color from dark red to light orange.

  DOI：

  10.1021/ja0537880
• 作为产物：
  描述：

  溴五氟苯 在 magnesium 作用下， 以 四氢呋喃 、 乙醚 、 二氯甲烷 、 1,2-二氯乙烷 为溶剂， 反应 6.5h， 生成 pentafluorophenyldibromoborane
  参考文献：
  名称：

  由五氟苯基汞C 6 F 5 HgR和BX 3制备五氟苯基二卤呋喃酮：反应方向对配体R的显着依赖性

  摘要：

  摘要为了寻找方便的C 6 F 5 BX 2（X = Cl，Br）制备方法，C 6 F 5 HgR（R = C 6 F 5，C 6 H 5，C 2 H 5，Br和Cl）与研究了BX 3。在BCl 3的作用下，C–Hg键断裂的顺序为C 6 F 5 Hg–C 6 H 5  > C 6 F 5 –HgC 2 H 5  > C 6 F 5 –HgC6 F 5 >> C 6 F 5 –HgCl。随着越来越多的反应性的BBr 3的序列为C 6 ˚F 5汞柱-C 6 H ^ 5  > C ^ 6 ˚F 5 -HgC 2 ħ 5  〜C ^ 6 ˚F 5汞柱-C 2 H ^ 5  > C ^ 6 ˚F 5 -HgC 6 ˚F 5  ≥ C 6 F 5 –HgBr。在研究过程中，我们发现了制备C 2 H的简单方法，即烷基二溴硼烷5的BBr 2选自C 2 ħ 5 HgBr和的BBr 3。除了较早报道的由二（环丙基）汞和BX

  DOI：

  10.1007/s00706-019-02476-6

文献信息

• Synthesis of Fluorine-Containing Aryl(halo)boranes from Potassium Aryl(fluoro)borates
  作者：V. V. Bardin、S. A. Prikhod’ko、M. M. Shmakov、A. Yu. Shabalin、N. Yu. Adonin

  DOI：10.1134/s1070363220010089

  日期：2020.1

  Fluorine-containing aryldihalogenoboranes have been obtained by the reaction of boron and aluminum chlorides and bromides with potassium aryltrifluoroborates K[ArBF3] under mild conditions. In a similar way, bis(pentafluorophenyl)halogenoboranes have been synthesized by the reaction with K[(C6F5)2BF2]. The reaction of K[C6F5BF3] with AlBr3 affords a mixture of C6F5BF2 and C6F5BCl2 due to fast conversion

  通过在温和的条件下使硼和氯化铝与溴化物与芳基三氟硼酸钾K [ArBF 3 ]反应，可获得含氟的芳基二卤化硼烷。以类似的方式，通过与K [（C 6 F 5）2 BF 2 ]的反应合成了双（五氟苯基）卤代硼烷。K [C 6 F 5 BF 3 ]与AlBr 3的反应产生C 6 F 5 BF 2和C 6 F 5 BCl 2的混合物，这是由于AlBr 3快速转化为AlBrCl2。计算了BCl 2和BBr 2组的感应和共振参数。
• [EN] PROCESS FOR PRODUCING METHANOL<br/>[FR] PROCÉDÉ DE FABRICATION DE MÉTHANOL
  申请人：ISIS INNOVATION

  公开号：WO2011045605A1

  公开（公告）日：2011-04-21

  The present invention relates to a novel process for the production of methanol. The process comprises the heterolytic cleavage of hydrogen by a frustrated Lewis pair comprising a Lewis acid and a Lewis base; and the hydrogenation of CO2 with the heterolytically cleaved hydrogen to form methanol.

  本发明涉及一种生产甲醇的新工艺。该工艺包括通过一个受阻的刘易斯对（包括一个刘易斯酸和一个刘易斯碱）对氢进行异裂；以及用异裂的氢对CO2进行氢化，形成甲醇。
• Synthesis of Cyclopentadienyl-, Indenyl-, and Fluorenylbis(pentafluorophenyl)boranes as Ligands in Titanium and Zirconium Half-Sandwich Complexes. The Crystal Structures of C₁₃H₉B(C₆F₅)₂·<i>t</i>-BuNH₂, C₁₃H₈SiMe₃B(C₆F₅)₂, and {η⁵-C₅H₄B(C₆F₅)₂}TiCl₃
  作者：Robbert Duchateau、Simon J. Lancaster、Mark Thornton-Pett、Manfred Bochmann

  DOI：10.1021/om970433j

  日期：1997.11.1

  Bis(pentafluorophenyl)boron fluoride (C6F5)2BF·OEt2 (1), readily accessible from BF3·OEt2 and 2 equiv of C6F5MgBr, reacts with fluorenyllithium to give (Flu)B(C6F5)2 (4), while the reaction with indenyllithium leads to the regioisomers 1- and 2-IndB(C6F5)2 5 and 6, which are separated by fractional crystallization. 4 and 5 form crystalline adducts with tert-butylamine. The trimethylsilyl derivatives

  易于从BF 3 ·OEt 2和2当量的C 6 F 5 MgBr中获得的双（五氟苯基）氟化硼（C 6 F 5）2 BF·OEt 2（1）与芴基锂反应生成（Flu）B（C 6 F 5）2（4），而与茚基锂的反应导致区域异构体1-和2-IndB（C 6 F 5）2 5和6，通过分步结晶分离。4和5 与叔丁胺形成结晶加合物。类似地制备三甲基甲硅烷基衍生物Flu（SiMe 3）B（C 6 F 5）2（9）和Ind（SiMe 3）B（C 6 F 5）2（10）。加热（C 6 F 5）2 BF·OEt 2导致醚裂解并形成（C 6 F 5）2 BOEt。Zr（NMe 2）4处理5和6在室温下得到茚并锆酰胺基半三明治复合物；然而，该反应伴随有一个硼-C 6 F 5取代基被NMe 2意外交换，从而形成1-和2- C 9 H 6 B（C 6 F 5）（NMe 2）} Zr（NMe 2）3。与SiClMe 3反应得到三氯化物1-和2-
• Selective one- and two-electron reductions of a haloborane enabled by a π-withdrawing carbene ligand
  作者：Dipak Kumar Roy、Ivo Krummenacher、Tom E. Stennett、Carsten Lenczyk、Torsten Thiess、Eileen Welz、Bernd Engels、Holger Braunschweig

  DOI：10.1039/c8cc03433h

  日期：——

  are isolated via selective one- and two-electron reduction of a diamidocarbene (DAC) adduct of dibromo(pentafluorophenyl)borane. Both the radical and the anion have been characterised by various spectroscopic techniques in solution, while the structures have been ascertained by single-crystal X-ray diffraction. In contrast, the reduction of the analogous cyclic (alkyl)(amino) carbene (CAAC) adduct yields

  通过对二溴（五氟苯基）硼烷的二酰氨基碳烯（DAC）加合物进行选择性的单电子和二电子还原，可分离出卡宾稳定的中性硼烷基和硼阴离子。自由基和阴离子都已通过各种光谱技术在溶液中表征，而结构已通过单晶X射线衍射确定。相比之下，类似的环状（烷基）（氨基）卡宾（CAAC）加合物的还原会产生C–H活化产物。
• A comparative study of base-free arylcopper reagents for the transfer of aryl groups to boron halides
  作者：Anand Sundararaman、Frieder Jäkle

  DOI：10.1016/s0022-328x(03)00588-6

  日期：2003.9

  A comparative study on the reactivity and selectivity of arylcopper species in reactions with boron halides was performed. Mesitylcopper reacts with BX3 (X=Cl, Br) in toluene at low temperature under highly selective formation of the monosubstituted boranes MesBX2. The dimesitylboranes Mes2BX are gradually formed with a twofold excess of the organocopper reagent at elevated temperature. In contrast

  对芳基铜与卤化硼反应的反应性和选择性进行了比较研究。Mesitylcopper在低温下与甲苯中的BX 3（X = Cl，Br）在高度选择性形成单取代硼烷MesBX 2的条件下反应。在升高的温度下，用两倍过量的有机铜试剂逐渐形成二聚三聚异戊二烯Mes 2 BX。相反，五氟苯基铜在与BX 3反应中显示出形成B（C 6 F 5）3的趋势。不管所用的化学计量如何，都表明电子因素对芳基转移反应的选择性有很大的影响。从碱合成五氟苯基硼卤化物C 6 F 5 BX 2（X = Cl：57％; X = Br：62％）以及三（五氟苯基）硼烷（80％）和相关的混合取代的三芳基硼烷的新方法无氟可分离的五氟苯基铜前体已被开发出来。