boron triflate | 64371-01-3

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机磺酸及其衍生物
• 英文名称: boron triflate
• 英文别名: Tris(trifluoromethylsulfonyloxy) boron；bis(trifluoromethylsulfonyloxy)boranyl trifluoromethanesulfonate
• CAS: 64371-01-3
• 化学式: C₃BF₉O₉S₃
• 分子量: 458.022
• InChiKey: SUAVNZMIOODRBR-UHFFFAOYSA-N

物化性质

• 熔点：
  43-45 °C
• 沸点：
  68-73 °C(Press: 0.5 Torr)
• 密度：
  1.979±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.57
• 重原子数：
  25
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  155
• 氢给体数：
  0
• 氢受体数：
  18

反应信息

• 作为反应物：
  描述：

  boron triflate 生成 三氟甲磺酸酐
  参考文献：
  名称：

  OLAH, G. A.;WEBER, T.;FAROOQ, O., J. FLUOR. CHEM., 43,(1989) N, C. 235-241

  摘要：

  DOI：
• 作为产物：
  描述：

  三氟甲磺酸 在 三氯化硼 作用下， 反应 4.0h， 以230 g的产率得到boron triflate
  参考文献：
  名称：

  Reaction of Boron Triflate with Polyfluoroolefins. Synthesis of Polyfluorinated Allyl Trifluoromethanesulfonates

  摘要：

  Terminal F-olefins (F designates perfluorinated molecules) react with boron triflate (1) to form corresponding allyl triflates RfCF=CFCF2OSO2CF3 in moderate yield. The reaction of F-pentene-2 is much slower, resulting in insertion of CF3SO2O into the CF3 group of fluorolefin. Mono- and dihydrofluorolefins were found to be more reactive toward 1. Both F-cylobutene and F-cyclopentene were converted into corresponding cyclic allyl triflates by reaction with 1, but F-cyclohexene was found to be resistant to the action of boron triflate. In contrast to terminal fluorolefins, both 5H,6H-F-n-decene-5 and 1H,1H-F-isobutene react with 1 without rearrangement;, producing corresponding allyl triflates in 47 and 63% yields, respectively.

  DOI：

  10.1021/jo972166x
• 作为试剂：
  描述：

  2-苯基丙醛 、 烯丙基三甲基硅烷 在 三甲基氯硅烷 、 boron triflate 作用下， 以 二氯甲烷 为溶剂， 反应 0.25h， 以92%的产率得到2-苯基-己-5-烯-3-醇
  参考文献：
  名称：

  Supersilylating agents from chlorosilanes

  摘要：

  The addition of R(3)SiCl to B(OTf)(3) gives ''supersirylating agents'' formulated as R(3)SiB(OTf)(3)Cl. The catalytic properties of these species are similar to those of the previously-described (but less accessible) R(3)SiB(OTf)(4). Copyright (C) 1996 Elsevier Science Ltd

  DOI：

  10.1016/s0040-4039(97)82975-9

文献信息

• Novel Cations and Molecules from Phosphaalkynes, 1H-Phosphirenes and from Tetraphosphacubane
  作者：Kenneth K. Laali、Bernhard Geissler、Andreas Hoffmann、Wolfgang Fiedler、Thomas Mackewitz、Jürgen Simon、Sandro Hollenstein、Manfred Regitz

  DOI：10.1080/10426509908546236

  日期：1999.1.1

  phosphaalkenes without direct observation of a long-lived cation. Reactions of RCP (R = tBu, 1-Ad) with “PhSeF” and with PhSeCl resulted in bis-phenylselenenylation and chlorophenylselenenylation respectively, forming novel Se-containing phosphaalkenes. Ionization of 1-H-triflato-phosphirene with B(OTf) 3 /SO2 led to the direct observation of a persistent phosphirenylium cation. The (CO)5 W-complexed phosphirenylium

  通过在超酸性介质中动力学稳定的磷炔的低温质子化，生成和捕获（反离子）膦酰基阳离子（乙烯基阳离子的 P 类似物）导致形成相应的磷烯烃，而无需直接观察长寿命阳离子。RCP (R = tBu, 1-Ad) 与“PhSeF”和 PhSeCl 的反应分别导致双苯基硒基化和氯苯基硒基化，形成新型含硒磷烯烃。用 B(OTf) 3 /SO2 电离 1-H-triflato-phosphirene 导致直接观察到持久性 phosphirenylium 阳离子。随后从 (CO) 5 W 络合的三氟甲磺酸酯和三氟乙酸酯衍生物中生成 (CO) 5 W 络合的磷鎓阳离子。通过与强亲电试剂（即 MeOTf、
• Preparation of Phenylalkyl Ethers and Phenyl Esters from Benzenediazonium Tetrafluoroborate with Alkoxytrimethylsilanes and Trimethylsilyl Esters
  作者：George A. Olah、An-hsiang Wu

  DOI：10.1055/s-1991-26419

  日期：——

  Sonication assisted reaction of benzenediazonium tetrafluoroborate with alkoxytrimethylsilanes and trimethylsilyl esters gives phenylalkyl ethers and phenyl esters, respectively, with trialkyl-(aryl) borates as byproducts. The scope of the reaction, experimental conditions and proposed mechanism are discussed.

  在超声波辅助下，苯偶氮四氟硼酸盐与烷氧基三甲基硅烷和三甲基硅酯发生反应，分别生成苯基烷基醚和苯基酯，副产物为三烷基（芳基）硼酸盐。本文讨论了该反应的范围、实验条件和拟议机理。
• The thermal cleavage of boron tris-trifluoromethane-sulfonate(triflate) and boron tris-pentafluoroethane-sulfonate(pentflate) to triflic (pentflic) anhydride and trifluoromethyl triflate (pentafluoroethyl pentflate)
  作者：G.A. Olah、T. Weber、O. Farooq

  DOI：10.1016/s0022-1139(00)82942-5

  日期：1989.5

  Cleavage of boron tris-trifluoromethanesulfonate(triflate) and boron tris-pentafluoroethanesulfonate(pentflate) was studied at 200°C. Complete cleavage giving boron trifluoride, sulfur dioxide, carbonyl fluoride (trifluoroacetyl fluoride), triflic (pentflic) anhydride, triflic (pentflic) triflate (pentflate) and boric acid was observed. A mechanism for the cleavage based on formation of the identified

  在200℃下研究了三三氟甲烷磺酸硼（三氟甲磺酸酯）和三五氟乙烷磺酸硼（五氟甲酸酯）的裂解。观察到完全裂解，得到三氟化硼，二氧化硫，碳酰氟（三氟乙酰氟），三氟甲磺酸（五氟甲磺酸酯），三氟甲磺酸（五氟甲磺酸酯），三氟甲磺酸酯（五氟甲磺酸酯）和硼酸。提出了基于鉴定出的化合物形成的裂解机理。
• Synthesis of a Doubly Complexed Bisphosphirenyl Ether and Generation of Phosphirenylium Cations Complexed with Pentacarbonyltungsten¹
  作者：Jürgen Simon、Uwe Bergsträsser、Manfred Regitz、Kenneth K. Laali

  DOI：10.1021/om980723f

  日期：1999.3.1

  respectively, the bisphosphirenyl ether 4 with the strong Lewis acid boron tris(trifluoromethanesulfonate) leads to the corresponding salts 6 or 7 of the pentacarbonyltungsten-substituted phosphirenylium cation.

  1-β-氯乙基取代的1 H-膦配合物2与银盐的反应导致形成受体取代的1 H-膦配合物3。后者的分解提供了双络合的双膦烯基醚4。用强路易斯酸三（三氟甲磺酸酯）硼处理受体取代的1 H-磷杂环丁烯配合物3或双磷烯基醚4，得到相应的五羰基钨取代的磷烯鎓阳离子的盐6或7。
• Friedel-Crafts chemistry. 11. Boron, aluminum, and gallium tris(trifluoromethanesulfonate) (triflate): effective new Friedel-Crafts catalysts
  作者：George A. Olah、Omar. Farooq、S. M. F. Farnia、Judith A. Olah

  DOI：10.1021/ja00216a032

  日期：1988.4