tris(pentafluorophenyl)bismuth | 34422-57-6

• 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: tris(pentafluorophenyl)bismuth
• 英文别名: Tris(pentafluorphenyl)bismutan；tris(pentafluorophenyl)bismut
• CAS: 34422-57-6
• 化学式: C₁₈BiF₁₅
• 分子量: 710.154
• InChiKey: IBPUURYQVFCBHY-UHFFFAOYSA-N

物化性质

• 熔点：
  97.1 °C

计算性质

• 辛醇/水分配系数(LogP)：
  4.29
• 重原子数：
  34
• 可旋转键数：
  3
• 环数：
  3.0
• 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：
  15

反应信息

• 作为反应物：
  描述：

  tris(pentafluorophenyl)bismuth 在 alkali 作用下， 以97%的产率得到五氟苯
  参考文献：
  名称：

  Trispentafluorophenylbismuth

  摘要：

  DOI：

  10.1016/0020-1650(72)80068-0
• 作为产物：
  描述：

  三甲基五氟苯基硅烷 以 further solvent(s) 为溶剂， 生成 tris(pentafluorophenyl)bismuth
  参考文献：
  名称：

  合成化学中的银化合物。1 五氟苯基银 AgC 6 F 5 的简便制备方法及其在与第 12 至 16 族元素反应中用作氧化性五氟苯基转移试剂——AgC 6 F 5 EtCN 的单晶结构，第一个在无限链中结晶的芳基银衍生物

  摘要：

  AgC6F5 由 AgF 和 Me3SiC6F5 在 N 供体溶剂，特别是 EtCN 中的室温反应直接定量形成。通过该方法制备的 AgC6F5 溶液在与各种 12 至 16 族元素的反应中表现出优异的氧化性能，从而以中等至优异的产率产生相应的五氟苯基元素化合物。AgC6F5 EtCN 结晶具有单斜对称性 (C2/c, Z = 8, a = 2301.4(5) pm, b = 1078.8(4) pm, c = 948.0(2) pm, β = 113.19(1)°) 并显示链具有桥接 C6F5 基团的银原子。合成化学中的银化合物。1. 五氟苯基银 AgC6F5 及其在与 12-16 族元素反应中用作氧化五氟苯基化剂的简便方法——AgC6F5 EtCN 的 X 射线结构分析，AgC6F5 是第一个以无限链结晶的芳基银化合物，它是在 AgF 和 Me3SiC6F5 在 N 供体溶剂（优选 Et

  DOI：

  10.1002/1521-3749(200208)628:8<1841::aid-zaac1841>3.0.co;2-#

文献信息

• Organolanthanoids
  作者：G.B. Deacon、A.J. Koplick、W.D. Raverty、D.G. Vince

  DOI：10.1016/s0022-328x(00)85882-9

  日期：1979.11

   -HC6F4, M  Yb), polyfluoropolyphenyls, and more complex organometallic species. These are considered to be derived from decomposition of initially formed (C6F5)2Sm, (C6F5)3Sm, and (-HC6f4)2Yb derivatives. The decomposition paths include fluoride elimination to give polyfluorobenzynes, reduction of polyfluoroaryl groups by lanthanoid(II) species, and hydrogen abstraction from tetrahydrofuran.

  有机镧系元素衍生物R 2 M（R C 6 F 5，M Yb或Eu； R C -HC 6 F 4或PhCC，M Yb）是通过使相应的二有机汞化合物与或euro金属在室温下的四氢呋喃和（-HC 6 F 4）2通过在0℃下的类似反应获得Yb。通过测定在过滤反应混合物的酸解后形成的聚氟芳烃或苯乙炔和镧系元素离子的量来鉴定化合物。room与双（五氟苯基）汞在室温下反应，y与双（2,3,4,5-四氟苯基）汞在室温下反应，得到更复杂的产物，包括RMF 2，MF 2和RMF衍生物（R C 6 F 5， MSm； R HC -HC 6 F 4，MYb），多氟聚苯基和更复杂的有机金属物质。这些被认为是源自最初形成的（C 6 F 5）的分解2 Sm，（C 6 F 5）3 Sm和（-HC 6 f 4）2 Yb衍生物。分解途径包括消除氟化物以产生多氟苯甲酮，通过镧系元素（II）物种还原多氟芳基以及从四氢呋喃中提取氢。
• Preparation of polyfluorinated cycloalk-1-enyl-, alk-1-enyl-, and alkyliodine tetrafluorides using XeF2 in the presence of appropriate Lewis acids as fluorooxidant
  作者：Hermann Josef Frohn、Vadim V. Bardin

  DOI：10.1016/j.jfluchem.2005.03.008

  日期：2005.7

  obtained from pentafluoroiodobenzene using XeF2–NbF5 in aHF. The reaction of C6F5I with the weaker fluorooxidant XeF2–BF3 in 1,1,1,3,3-pentafluorobutane (PFB) yielded C6F5IF2, perfluorocyclohexa-1,4-dienyliodine difluoride, C6F5IF4, perfluorocyclohexa-1,4, and 1,3-dienyliodine tetrafluoride as intermediate products on parallel reaction routes. Both perfluoroalkenyl iodides, cis- and trans-(CF3)2CFCFCFI

  以高收率制备了以前未知的多氟环己烯基和无环全氟烯基碘四氟化物。使用XeF 2 -NbF 5在aHF中从五氟碘苯制得全氟环己-1-烯基碘四氟化物。C 6 F 5 I与较弱的氟氧化剂XeF 2 -BF 3在1,1,1,3,3-五氟丁烷（PFB）中的反应生成C 6 F 5 IF 2，全氟环己-1,4-二烯基碘二氟化物，C 6 F 5中频4，全氟环己-1,4和1,3-二烯基碘四氟化物作为平行反应路线上的中间产物。全氟链烯基碘化物的顺式和反式（CF 3）2 CFCFCFIFI与XeF 2 -BF 3在PFB中反应，得到相应的全氟链烯基碘化物四氟化物，顺式和反式（CF 3）2 CFCFCFIF 4。如从C 6 F 13制备C 6 F 13 IF 4所证明的那样，甚至该试剂也可以氟化全氟烷基碘。I.通常， 环状或无环全氟链烯基碘化合物R F IF n中的CFCIF n片段（n = 0、2或4）没有转化为
• [(C6F5)2IF2][BF4], the First Salt with the Electrophilic Cation [(C6F5)2IF2]+: Synthesis, Reactivity, and Structure
  作者：Hermann-Josef Frohn、André Wenda、Ulrich Flörke

  DOI：10.1002/zaac.200700499

  日期：2008.4

  substitution of hypervalently bonded fluorine atoms in C6F5IF4 was performed with C6F5BF2 and resulted in the new salt [(C6F5)2IF2][BF4]. The iodonium(V) salt was characterized by multi-NMR and Raman spectroscopy and X-ray crystal structure analysis. The fluorinating ability of the new electrophilic cation [(C6F5)2IF2]+ was exemplified in reactions with monovalent iodine compounds (C6F5I, p-FC6H4I

  C6F5IF4 中高价键合的氟原子被 C6F5BF2 取代，产生了新的盐 [(C6F5) 2IF2] [BF4]。碘鎓 (V) 盐通过多核磁共振和拉曼光谱以及 X 射线晶体结构分析进行表征。新的亲电阳离子 [(C6F5) 2IF2] + 的氟化能力在与单价碘化合物（C6F5I、p-FC6H4I 和 I2）和缺电子的三（有机基）pnictanes ER3（E = P，As , Sb, Bi; R = C6F5)。在 MeCN 中与 CsF 的多相反应中，[(C6F5) 2IF2] + 阳离子形成双核 [(C6F5) 2IF2} 2F] + 阳离子。
• Use of tris (pentafluorophenyl) bismuth as an arylating reagent
  作者：A. 0. Miller、G. G. Furin

  DOI：10.1007/bf00699161

  日期：1994.1

  It has been shown that tris(pentafluorophenyl)bismuth arylates polyfluorinated electrophilic compounds in the presence of cesium fluoride.

  已经表明，在氟化铯存在下，三(五氟苯基)铋芳基化多氟化亲电化合物。
• Xenon(IV)–Carbon Bond of [C₆F₅XeF₂]⁺; Structural Characterization and Bonding of [C₆F₅XeF₂][BF₄], [C₆F₅XeF₂][BF₄]·2HF, and [C₆F₅XeF₂][BF₄]·<i>n</i>NCCH ₃ (<i>n</i> = 1, 2); and the Fluorinating Properties of [C₆F₅XeF₂][BF₄]
  作者：Karsten Koppe、Jamie Haner、Hélène P. A. Mercier、Hermann-J. Frohn、Gary J. Schrobilgen

  DOI：10.1021/ic501831j

  日期：2014.11.3

  The [C6F5XeF2](+) cation is the only example of a Xe(IV)-C bond, which had only been previously characterized as its [BF4](-) salt in solution by multi-NMR spectroscopy. The [BF4](-) salt and its new CH3CN and HF solvates, [C6F5XeF2][BF4].1.5CH(3)CN and [C6F5XeF2[BF4].2HF, have now been synthesized and fully characterized in the solid state by low-temperature, single-crystal X-ray diffraction and Raman spectroscopy. Crystalline [C6F5XeF2][BF4] and [C6F5XeF2][BF4].1.5CH3CN were obtained from CH3CN/CH2Cl2 solvent mixtures, and [C6F5XeF2][BF4].2HF was obtained from anhydrous HF (aHF), where [C6F5XeF2][BF4].1.5CH3CN is comprised of an equimolar mixture of [C6F5XeF2][BF4].CH3CN and [C6F5XeF2][BF4].2CH3CN. The crystal structures show that the [C6F5XeF2](+) cation has two short contacts with the F atoms of [BF4](-) or with the F or N atoms of the solvent molecules, HF and CH3CN. The low-temperature solid-state Raman spectra of [C6F5XeF2][BF4] and C6F5IF2 were assigned with the aid of quantum-chemical calculations. The bonding in [C6F5XeF2](+), C6F5IF2, [C6F5XeF2][BF4], [C6F5XeF2][BF4].CH3CN, [C6F5XeF2][BF4].2CH(3)CN, and [C6F5XeF2][BF4].2HF was assessed with the aid of natural bond orbital analyses and molecular orbital calculations. The (129)Xe, (19)F, and (11)B NMR spectra of [C6F5XeF2][BF4] in aHF are reported and compared with the (19)F NMR spectrum of C6F5IF2, and all previously unreported J((129)Xe-(19)F) and J((19)F-(19)F) couplings were determined. The long-term solution stabilities of [C6F5XeF2][BF4] were investigated by (19)F NMR spectroscopy and the oxidative fluorinating properties of [C6F5XeF2][BF4] were demonstrated by studies of its reactivity with K[C6F5BF3], Pn(C6F5)(3) (Pn = P, As, or Bi), and C6F5X (X = Br or I).