(C6F5)2B(OiPr) | 810691-64-6

• 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: (C6F5)2B(OiPr)
• 英文别名: Bis(2,3,4,5,6-pentafluorophenyl)-propan-2-yloxyborane
• CAS: 810691-64-6
• 化学式: C₁₅H₇BF₁₀O
• 分子量: 404.015
• InChiKey: RCBCPLMXAIUDIM-UHFFFAOYSA-N

物化性质

• 沸点：
  284.7±40.0 °C(Predicted)
• 密度：
  1.47±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.61
• 重原子数：
  27
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  11

反应信息

• 作为反应物：
  描述：

  (C6F5)2B(OiPr) 、 (lithiomethyl)bis(tert-butyl)phosphane 以 甲苯 为溶剂， 反应 12.33h， 以98%的产率得到1,1-di-tert-butyl-4,5,6,7-tetrafluoro-3-isopropoxy-3-(perfluorophenyl)-2,3-dihydro-1H-1l5,3l4-benzo[d][1,3]phosphaborole
  参考文献：
  名称：

  环鏻双（氟芳基）硼烷 - 路易斯酸度的趋势和在狄尔斯-阿尔德催化中的应用

  摘要：

  刚性环状路易斯酸 [(C6F5)B(CH2)(C6F4)P(tBu)2]+ ([1]+), [(C6F5)B(CH2)(C6F3H)P(tBu)2]+ ([ 2]+) 和 [(C6H5)B(CH2)(C6F4)P(tBu)2]+ ([3]+) 的古特曼受体数分别为 AN = 87.3、85.7 和 85.7，其中有机硼烷最高。从 (1)OTf 开始，加合物 [(1)Do][OTf]（Do = OPEt3，吡啶，H2O）已被制备并充分表征。在所有三种情况下，X 射线晶体学显示 B-O/N 键长明显短于相应的加合物 (C6F5)3B·Do。游离路易斯酸 [1][Al(O(tBuF))4] 及其三氟甲磺酸酯加合物 (1)OTf 已成功用作 2,5-二甲基-1 之间 [4+2] 环加成反应的催化剂， 4-苯醌和环戊二烯。而且，我们已经证明手性鏻硼烷可以通过用 Me 取代基替换 [1]+ 中的一个 tBu

  DOI：

  10.1002/ejic.201101098
• 作为产物：
  描述：

  titanium(IV) isopropylate 、 三(五氟苯基)硼烷 以 甲苯 为溶剂， 以62.9%的产率得到(C6F5)2B(OiPr)
  参考文献：
  名称：

  Ligand exchange and abstraction reactions involving titanium isopropoxide with tris(pentafluorophenyl)borane and -alane: ramifications for ring-opening polymerization of propylene oxide

  摘要：

  In situ mixing of Ti((OPr)-Pr-i)(4) and B(C6F5)(3) generates a very efficient catalyst system for ring-opening polymerization (ROP) of propylene oxide (PO) with a turnover frequency (TOF) >1350/h, whereas the mixture of Ti((OPr)-Pr-i)(4) and Al(C6F5)(3) is inactive for the same polymerization. The inactivity of the Ti((OPr)-Pr-i)(4)/Al(C6F5)(3) mixture is due to the formation of the stable isopropoxy-bridged bimetallic species Ti((OPr)-Pr-i)(3)(mu-(OPr)-Pr-i)Al(C6F5)(3) (1), the structure of which has been confirmed by X-ray diffraction. The products of the Ti((OPr)-Pr-i)(4) + B(C6F5)(3) reaction, however, depend on the Ti((OPr)-Pr-i)(4):B(C6F5)(3) ratio. The 1: 1 ratio reaction in toluene at ambient temperature is rapid and produces the ligand exchange products: Ti((OPr)-Pr-i)(3)C6F5 and (PrOB)-Pr-i(C6F5)(2) (2), along with a small amount of ((PrO)-Pr-i)(2)BC6F5. The two resulting boranes are inseparable by recrystallization or vacuum distillation, and the formation of the undesired ((PrO)-Pr-i)(2)BC6F5 is either significantly enhanced upon heating the reaction in toluene to 80degreesC or nearly exclusive by carrying out the reaction in THF. By employing 1.2 equiv. of B(C6F5)(3) in the reaction with Ti((OPr)-Pr-i)(4), however, the formation of ((PrO)-Pr-i)(2)BC6F5 is suppressed, enabling the isolation of the new borane 2 in its pure state. The excess of B(C6F5)3 added to the reaction apparently slows down the exchange reaction by stabilizing the intermediate Ti((OPr)-Pr-i)(3)(mu-(OPr)-Pr-i)B(C6F5)(3) (4), as shown by the 1:2 Ti((OPr)-Pr-i)(4):B(C6F5)(3) reaction which initially forms the ligand abstraction product 4 followed by subsequent slow ligand exchange to give the final products Ti((OPr)-Pr-i)(3)C6F5 and 2. The studies of these individual reactions, in combination with control polymerization runs, reveal that the active species responsible for the catalytic activity of the Ti((OPr)-Pr-i)(4)/B(C6F5)(3) mixture is the isopropoxy borane 2. Thus, the isolated 2, in the absence or presence of a hydroxylic initiator, serves as a very effective catalyst for the ROP of PO, producing PPOs with M-n = 2000-3000, M-w/M-n = 1.30-1.43, and TOF > 1400/h. The MALDI-TOF NIS analyses of the PPOs formed show the linear PPO structures having the initiator and water molecules as end groups, demonstrating the control over the PPO structure. (C) 2004 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.ica.2004.05.015

文献信息

• Stoichiometric reductions of alkyl-substituted ketones and aldehydes to borinic esters
  作者：Lauren E. Longobardi、Connie Tang、Douglas W. Stephan

  DOI：10.1039/c4dt02648a

  日期：——

  A series of alkyl-substituted ketones are shown to activate hydrogen in the presence of B(C₆F₅)₃, affording the corresponding borinic esters RR′CHOB(C₆F₅)₂.

  一系列烷基取代酮在B(C6F5)3存在下被证明能激活氢，生成相应的硼酸酯RR′CHOB( )2。
• Reactivity of B(C₆F₅)₃ with Simple Early Transition Metal Alkoxides: Alkoxide-Aryl Exchange, THF Ring-Opening, or Acetonitrile CC Coupling
  作者：Christian Lorber、Robert Choukroun、Laure Vendier

  DOI：10.1021/om800234z

  日期：2008.10.13

  tetranuclear complex formulated as [Zr2(OBut)5(μ-OBut)2(μ-N,N′-N(H)C(CH3)═C(H)C≡N)]2 (5) is obtained, which results from a C,C coupling reaction between two acetonitrile molecules. When Zr(OBut)4 is treated with (HO)B(C6F5)2, a dimer complex formulated as [Zr(OBut)2μ-O-OB(OBut)(C6F5)2-κ2-O,O}]2 (7) is formed that contains an unusual ligand bonding mode. The molecular structures of 1, 2, 3, 5, and 7

  用B（C 6 F 5）3处理钛（IV）和钒（IV）醇盐配合物M（OPr i）4 [M = Ti，V]导致醇盐-芳基交换并形成有机金属二聚体[ M（OPR我）2（μ-OPR我）（C 6 ˚F 5）] 2（M =的Ti（1），V（2））。相比之下，B（C 6 F 5）3与Zr（OBu t）4之间的反应在戊烷中，然后在乙腈-四氢呋喃溶液重结晶，得到意想不到的三聚体锆盐中，[Zr 3（OBU吨）6（μ 2 -OBu吨）3（μ 3 -OBu吨）（μ 3 -OCH 2 CH 2 CH 2 CH 3）] [B（C 6 F 5）4 ]（3），其通过涉及硼烷和THF溶剂的氧化还原反应进行。在CH 3 CN存在下，四核配合物配制成[Zr 2（OBu t）5（μ-OBU吨）2（μ- N，N' -N（H）C（CH 3）= C（H）C≡N）] 2（5）获得，其结果从C，C两个乙腈分子之间的偶联反应。当用（HO）B（C