(p-fluorophenyl)(pentafluorophenyl)iodonium tetrafluoroborate | 319439-13-9

• 英文名称: (p-fluorophenyl)(pentafluorophenyl)iodonium tetrafluoroborate
• 英文别名: pentafluorophenyl(4-fluorophenyl)-iodonium tetrafluoroborate
• CAS: 319439-13-9
• 化学式: BF₄*C₁₂H₄F₆I
• 分子量: 475.863
• InChiKey: IQYZEGYVNNEXCE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
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• 重原子数：
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• 可旋转键数：
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• 环数：
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• sp3杂化的碳原子比例：
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• 拓扑面积：
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• 氢受体数：
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反应信息

• 作为产物：
  描述：

  五氟(二氟碘)苯 、 difluoro(4-fluorophenyl)borane 以 二氯甲烷 为溶剂， 以53%的产率得到(p-fluorophenyl)(pentafluorophenyl)iodonium tetrafluoroborate
  参考文献：
  名称：

  摘要：

  Aryl(pentafluorophenyl)iodoniumtetrafluoroborates [Ar'Ar "I][BF4] (Ar' = C6F5, Ar " = C6H5, o-C6H4F, m-C6H4F p-C6H4F, 2,6-C6H3F2, 3,5-C6H3F2, 2,4,6-C6H2F3, 3,4,5-C6H2F3, C6F5) are prepared in good yields and high purity by the reaction of C6F6IF2 with Ar " BF2 in CH2Cl2. This convenient method can be applied generally to many iodonium compounds. Thermal and spectroscopic properties (H-1, C-13, F-19 NMR, IR, Raman) are reported and discussed. The solid state structures of six iodonium compounds show significant cation-anion interactions which result in two different arrangements: a dimer with a 8-membered ring or polymers with infinite zigzag chains. Ab initio calculations on prototypes of aryliodonium cations show relations between the kind of the aryl group (C6H5 vs. C6F5) and structural parameters as well as charges. By means of F-19 NMR the sigma (1)- and sigma (R)-constants of the [C6F5I](+)-substituent are determined.

  DOI：

  10.1002/1521-3749(200011)626:11<2419::aid-zaac2419>3.0.co;2-k

文献信息

• Reaction of Organylxenonium(II) Salts, [RXe][Y], with Organyl Iodides, R′I, in Anhydrous HF: Scope and Limitation of a New Synthetic Approach to Iodonium Salts, [RR′I][Y]
  作者：Hermann-Josef Frohn、Vadim V. Bardin

  DOI：10.1021/ic202576v

  日期：2012.2.20

  Perfluoroalkynylxenonium salts, [RXe][BF4] (R = CF3C≡C, (CF3)2CFC≡C), reacted with organyl iodides, R′I (R′ = 3-FC6H4, C6F5, CF2═CF, CF3CH2; no reaction with R′ = CF3CF2CF2) in anhydrous HF to yield the corresponding asymmetric polyfluorinated iodonium salts, [RR′I][Y]. The action of the arylxenonium salt, [C6F5Xe][BF4], and the cycloalkenylxenonium salt, [cyclo-1,4-C6F7Xe][AsF6], on 4-FC6H4I gave

  Perfluoroalkynylxenonium盐，[RXE] [BF 4 ]（R = CF 3 C≡C，（CF 3）2 CFC≡C）中，用有机基碘化物反应，'1（R'= 3-FC 6 H ^ 4，C 6 F 5，CF 2＝ CF ，CF 3 CH 2；在无水HF中不与R'= CF 3 CF 2 CF 2）反应，生成相应的不对称多氟化碘鎓盐[RR'I] [Y]。芳基异戊二烯盐[C 6 F 5 Xe] [BF 4 ]和环烯基异戊二烯盐[环-1,4-C]的作用6 F 7 Xe] [AsF 6 ]，在4-FC 6 H 4上得到[C 6 F 5（4-FC 6 H 4）I] [BF 4 ]和[ cyclo -1,4-C 6 F 7除了对称的碘鎓盐[（4-FC 6 H 4）2 I] [Y] ，分别是（4-FC 6 H 4）I] [AsF 6 ]。但芳基- ，以及所述cycloalkenylxenonium盐，不与下反应6
• A first methodical approach to salts with unsymmetrical fluorophenyl(pentafluorophenyl)difluoroiodonium(V) cations [Rf(RF)IF2]+ (Rf=x-FC6H4, x=2, 3, 4; RF=C6F5)
  作者：Hermann-Josef Frohn、André Wenda、Ulrich Flörke

  DOI：10.1016/j.tet.2010.04.047

  日期：2010.7

  A promising approach to the unknown type of [Ar'(Ar)IF2]X salts is offered. x-FC6H4IF4 (x=2, 3, 4) reacts with C6F5BF2 in CH2Cl2 and forms [x-FC6H4(C6F5)IF2][BF4] salts in good yields. For [4-FC6H4(C6F5)IF2][BF4] the fluoro-oxidizer property is shown in reactions with weakly reducing agents like E(C6F5)(3) (E=P, As, Sb, Bi) and ArI (Ar=4-FC6H4, C6F5). The fluorine/aryl substitution method is also applied to the synthesis of [(4-FC6H4)(2)[F-2][BF4], an example with two identical aryl groups in the difluoroiodonium(V) moiety. (C) 2010 Elsevier Ltd. All rights reserved.