三氟乙烯-1-基三氟硼酸钾 | 380305-63-5

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 硼酸衍生物
• 中文名称: 三氟乙烯-1-基三氟硼酸钾
• 英文名称: potassium trifluoroethenyltrifluoroborate
• 英文别名: potassium trifluorovinyltrifluorobotrate；potassium trifluorovinyltrifluoroborate；potassium trifluoroethen-1-yltrifluoroborate；Potassium trifluoro(trifluoroethenyl)boranuide；potassium;trifluoro(1,2,2-trifluoroethenyl)boranuide
• CAS: 380305-63-5
• 化学式: C₂BF₆*K
• 分子量: 187.922
• InChiKey: UNTWUEFZFBFAAI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.55
• 重原子数：
  10
• 可旋转键数：
  0
• 环数：
  0.0
• 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：
  7

反应信息

• 作为反应物：
  描述：

  三氟乙烯-1-基三氟硼酸钾 在 三氟化硼 作用下， 以 二氯甲烷 为溶剂， 生成 二氟(1,2,2-三氟乙烯基)硼烷
  参考文献：
  名称：

  (Fluoroorgano)fluoroboranes and -fluoroborates

  摘要：

  Polyfluoroalken-1-yldifluoroboranes RCF=CFBF2 (R = F, cis-, trans-Cl, trans-C4F9, cis-C2F5, cis-C6F13, trans-C4H9, trans-C6H5) were prepared by defluoridation of the corresponding fluoroborate salts K[RCF=CFBF3] using boron trifluoride in dichloromethane or fluorotrichloromethane. The alkenylboranes were characterised by H-1-, B-11- and F-19-NMR spectroscopy. Their reactivity towards ether, water and anhydrous HF was investigated. (C) 2001 Elsevier Science V.B. All rights reserved.

  DOI：

  10.1016/s0022-328x(01)00858-0
• 作为产物：
  描述：

  二氟化氢钾 、 lithium trimethoxy(1,2,2-trifluorovinyl)borate 在 三甲基氯硅烷 作用下， 以 甲醇 、 水 为溶剂， 生成 三氟乙烯-1-基三氟硼酸钾
  参考文献：
  名称：

  多氟链烯-1-基三氟硼酸钾的合成及光谱表征

  摘要：

  氟硼酸钾 K[RCF=CFBF3] (R = F, Cl (cis-/trans-mixture), trans-C4F9, cis-C2F5, cis-C6F13, trans-C4H9, trans-C6H5) RCF=CFB(OMe) 2 和Li[RCF=CFB(OMe) 3 ]的K[HF 2 ])的-氟化物取代，它们是从RCF=CFLi和B(OMe) 3 获得的。K[RCF=CFBF3]盐的特征在于它们的1H、11B、19F NMR和IR光谱。(氟有机)氟硼烷和-氟硼酸盐。2 [1] Synthese und spektroskopische Charakterisierung von Kalium Polyfluoralken-1-yltrifluoroboraten Die Kalium Fluoroborate K[RCF=CFBF3] (R = F, Cl (cis-/trans-Gemisch)

  DOI：

  10.1002/1521-3749(200111)627:11<2499::aid-zaac2499>3.0.co;2-z

文献信息

• Reactions of fluoroalk-1-en-1-yltrifluoroborate and perfluoroalk-1-yn-1-yltrifluoroborate salts and selected hydrocarbon analogues with hydrogen fluoride and with halogenating agents in aHF and in basic solvents
  作者：Vadim V. Bardin、Nicolay Yu. Adonin、Hermann-Josef Frohn

  DOI：10.1016/j.jfluchem.2011.09.011

  日期：2012.3

  products. In contrast, the salts K[RCFCFBF3] (R = CnF2n+1, trans-C4H9) and K[CF3CCBF3] underwent bromodeboration to RCFCFBr and CF3CCBr, respectively, when they were reacted with bromine in the polar solvents MeOH, MeCN, or sulfolane.

  K的电hydrodeboration [R'BF的相对速率3 ]与HF（27-100％）系列中的R'=减少Ç 4 ħ 9 Ç C> c ^ 4 ˚F 9 CF CFC C> CF 2 C（CF 3）> C 3 F 7 C C〜（CF 3）2 CFC C> CF 3 CC 。当R'= CF 3 C C时，通过添加获得新盐K [CF 3 CH 2 –CF 2 BF 3 ] CF 3 C以外的HF含量CH和K [BF 4 ]。少量水引起副产物K [CF 3 CH 2 –C（O）BF 3 ]的形成。全氟链烯基三氟硼酸盐与NCS或NBS在aHF（无水HF）中的亲电子卤代氟化作用导致K [R F CFHal–CF 2 BF 3 ]（来自K [R F CF CFBF 3 ]）和K [R F CFal 2 –CF 2 BF 3 ]（来自K [R F CHal CFBF 3 ]和K [R F C CBF 3
• Reactions of Perfluorinated Alkenyl-, Alkynyl-, Alkyltrifluoroborates, and Selected Hydrocarbon Analogues with the Halogenating Agents Hal2 (Hal = F, Cl, Br), “BrF” (BrF3-Br2 1:1), and ICl
  作者：Vadim V. Bardin、Nicolay Yu. Adonin、Hermann-Josef Frohn

  DOI：10.1002/zaac.201100276

  日期：2012.3

  fluorine (5 %) in 1, 1, 1, 3, 3-pentafluorobutane (PFB) showed only [Bu4N][CF3CF2CF2BF3] as fluorine addition product besides extensive fluorodeboration. Suspensions of the insoluble K[CF2=CFBF3] salt reacted with Cl2 and Br2 in CH2Cl2 giving preferentially products of halogen addition across the C=C bond. In reactions with ICl iododeboration with formation of CF2=CFI occurred besides 1, 2-addition with

  [Bu4N][RBF3] [R = CnF2n+1CF=CF（顺式，反式），CF2=CF，CF2=C（CF3），反式-C4H9CF=CF，反式-C6H5CF=CF，C4H9CH=CH（顺式，反式）的反应、反式)、CF3C≡C 和 C4H9C≡C] 与氯、溴、BrF3 + Br2（相当于“BrF”）和溶液中的 ICl（CH2Cl2、CHCl3、CF3CH2CF2CH3）导致卤素的 1, 2-加成和/或用卤素代替硼（卤代硼化）。[Bu4N][CF3C≡CBF3] 与低于等摩尔量的稀释氟 (5 %) 在 1, 1, 1, 3, 3-五氟丁烷 (PFB) 中的反应表明仅 [Bu4N][CF3CF2CF2BF3] 作为氟加成产物除了广泛的氟硼酸。不溶性 K[CF2=CFBF3] 盐的悬浮液在 CH2Cl2 中与 Cl2 和 Br2 反应，优先生成卤素通过 C=C 键加成的产物。在与 ICl 碘脱硼的反应中，除了
• A new application of (polyfluoroorgano)trifluoroborate salts: the palladium-catalysed cross-coupling reaction with substituted benzenediazonium tetrafluoroborates
  作者：Hermann-Josef Frohn、Nicolay Yu. Adonin、Vadim V. Bardin、Vladimir F. Starichenko

  DOI：10.1016/s0022-1139(02)00157-4

  日期：2002.10

  influence of the number and the position of the fluorine atoms in the (polyfluorophenyl)trifluoroborate salts on the reactivity in the coupling reaction was elucidated. In addition to (polyfluorophenyl)trifluoroborate salts, the cross-coupling was expanded to a first example of a perfluoroalkenyl reagent. K[CF2CFBF3] reacted with [4-FC6H4N2][BF4] and formed CF2CF–C6H4F-4.

  首次（多氟有机）三氟硼酸盐，即K [C 6 F 5 BF 3 ]，K [C 6 HF 4 BF 3 ]（所有三种异构体），K [3,4,5-C 6 H 2 F 3 BF 3 ]和K [CF 2 CFBF 3 ]的主要应用于作为试剂用于钯催化的交叉偶联反应。由K [C 6 H 5– n F n获得了一系列多氟联苯C 6 H 5– n F n –C 6 H 4 X-4'BF 3 ]和底物[4-XC 6 H 4 N 2 ] [BF 4 ]在Pd催化剂的存在下。阐明了（多氟苯基）三氟硼酸盐中氟原子的数目和位置对偶联反应中反应性的影响。除了（聚氟苯基）三氟硼酸盐以外，交叉偶联扩展为全氟烯基试剂的第一个实例。K [CF 2 CFBF 3 ]与[4-FC反应6 ħ 4 Ñ 2 ] [BF 4 ]和形成CF 2 CF-C 6 H ^ 4 F-4。
• Highly efficient cross-coupling reactions with the perfluoroorganotrifluoroborate salts K [RFBF3] (RF=C6F5, CF2CF)
  作者：H.-J. Frohn、N.Yu. Adonin、V.V. Bardin、V.F. Starichenko

  DOI：10.1016/s0040-4039(02)01922-6

  日期：2002.11

  Potassium pentafluorophenyl- and trifluorovinyltrifluoroborates, both containing electron-poor organo groups, reacted with iodobenzene and p-substituted iodobenzenes in the presence of palladium compounds and stoichiometric amounts of silveroxide to the fluorinated cross-coupling products in very good yields. Substituted bromobenzenes were less efficient substrates. (C) 2002 Elsevier Science Ltd. All rights reserved.
• (Fluoroorgano)fluoroboranes and -borates. 7 [1] The Reaction of RFBF2 and K [RFBF3] (RF = perfluorophenyl-, perfluoroalk-1-enyl- and perfluoroalkyl) with Xenon Difluoride in Anhydrous HFDedicated to Professor Dieter Naumann on the Occasion of his 60th Birthday
  作者：H.-J. Frohn、V. V. Bardin

  DOI：10.1002/1521-3749(200208)628:8<1853::aid-zaac1853>3.0.co;2-m

  日期：2002.8

  The dissolution of (perfluoroorgano)difluoroboranes RFBF2 in anhydrous HF (aHF) resulted in equilibrium mixtures of the starting borane and different kinds of acid-base products: [H2F] [RFBF2(F.HF)] (R-F=C6F5, cis-C2F5CF=CF, trans-C4F9CF=CF) or [H2F] [RFBF3] (RF=C6F13). In aHF the aryl compounds C6F5BF2 and K [C6F5BF3] showed two parallel reactivities with XeF2: xenodeborylation (formation of the [C6F5Xe](+) cation) and fluorine addition to the aryl group. In aHF perfluoroalk-1-enyldifluoroboranes RFBF2 as well as potassium perfluoroalk-1-enyltrifluoroborates K [RFBF3] (R-F=cis-C2F5CF=CF, trans-C4F9CF=CF) underwent only fluorine addition across the carbon-carbon double bond under the action of XeF2. Potassium perfluorohexyl-trifluoroborate K [C6F13BF3] did not react with XeF2 in aHF.