5H-perfluoropentamethylcyclopentadiene | 75350-68-4

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 有机氟化物
• 英文名称: 5H-perfluoropentamethylcyclopentadiene
• 英文别名: 1,2,3,4,5-Pentakis(trifluoromethyl)-1,3-cyclopentadiene；1,2,3,4,5-pentakis(trifluoromethyl)cyclopenta-1,3-diene
• CAS: 75350-68-4
• 化学式: C₁₀HF₁₅
• 分子量: 406.094
• InChiKey: JUXHETNKWVWTBW-UHFFFAOYSA-N

物化性质

• 沸点：
  66.3±40.0 °C(Predicted)
• 密度：
  1.745±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  25
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.6
• 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：

  5H-perfluoropentamethylcyclopentadiene 、 水 生成
  参考文献：
  名称：

  LAGANIS E. D.; LEMAL D. M., J. AMER. CHEM. SOC., 1980, 102, NO 21, 6633-6634

  摘要：

  DOI：
• 作为产物：
  描述：

  (1S,5R)-1,4,5,6,7-pentakis(trifluoromethyl)-2,3-diazabicyclo[3.2.0]hepta-3,6-diene 以11%的产率得到
  参考文献：
  名称：

  LAGANIS E. D.; LEMAL D. M., J. AMER. CHEM. SOC., 1980, 102, NO 21, 6633-6634

  摘要：

  DOI：

文献信息

• Direct syntheses of pentakis(trifluoromethyl)cyclopentadienide salts and related systems
  作者：Richard D. Chambers、Alex J. Roche、Julian F.S. Vaughan

  DOI：10.1139/v96-218

  日期：1996.11.1

  The well-established synthesis of heptafluorobut-2-ene 2 from hexachlorobutadiene 1 and potassium fluoride has been further investigated, and novel dienes 3 and a triene 4 have been observed. Remarkably, the potassium salt of pentakis(trifluoromethyl)cyclopentadienide 7 has been isolated from this system. Salt 7 has also been obtained directly from 2. Cyclopentadiene 6 has been isolated from salt 7 by distillation from sulphuric acid. Bi-and tri-cyclic analogues of 7 have also been obtained, i.e., 9 and 10, by reaction of 2 with perfluorocyclopentene. Key words: heptafluorobut-2-ene, pentakis(trifluoromethyl)cyclopentadienide, 5H-pentakis(trifluoromethyl)cyclopentadiene.

  已建立良好的从六氯丁二烯1和氟化钾合成七氟丁-2-烯2的方法已经进一步研究，并观察到新颖的二烯3和三烯4。值得注意的是，从这个体系中分离出了五(三氟甲基)环戊二烯基的钾盐7。盐7也可以直接从2中获得。环戊二烯6通过从硫酸中蒸馏从盐7中分离出来。通过将2与全氟环戊烯反应，还获得了7的双环和三环类似物，即9和10。关键词：七氟丁-2-烯，五(三氟甲基)环戊二烯基，5H-五(三氟甲基)环戊二烯。
• Direct syntheses of pentakis(trifluoromethyl)cyclopentadienide salts and related dienes
  作者：Richard D. Chambers、Steven J. Mullins、Alex J. Roche、Julian F. S. Vaughan

  DOI：10.1039/c39950000841

  日期：——

  Direct routes for the synthesis of pentakis(trifluoromethyl)cyclopentadienide salts, hexakis(trifluoromethyl)cyclopentadiene and 5H pentakis(trifluoromethyl)cyclopentadiene are described.

  描述了五氟化三羟甲基环戊二烯盐、六氟化三羟甲基环戊二烯和5H五氟化三羟甲基环戊二烯的直接合成路线。
• Activating organometallic composition for the (co) polymerization of alpha-olefins comprising fluorinated cyclopentadienyl compounds
  申请人：——

  公开号：US20040198934A1

  公开（公告）日：2004-10-07

  An organometallic composition which can be used as activating component in a metallocene catalyst for the (co)polymerization of &agr;-olefins, comprises: (A) a fluorinated di-unsaturated cyclic compound, having a relatively acid hydrogen atom, (B) an organometallic compound sufficiently basic to react with the acid hydrogen of the above compound (A), and (C) a polar aprotic organic compound, not containing metallic atoms, having a dielectric constant, in the pure state, equal to or greater than 2, and a weak coordinating capacity. Said composition allows a metallocene catalytic system of the ionic type to be obtained, with a high activity in the (co)polymerization of olefins and a reduced content of metallic residue in the polymeric product thus obtained.

  一种可以用作金属茂催化剂中活性组分的有机金属化合物，用于α-烯烃的(共)聚合反应，包括：(A)一种含有相对酸性氢原子的氟代二烯环化合物，(B)一种有机金属化合物，足够碱性以与上述化合物(A)的酸性氢原子反应，以及(C)一种极性非脂肪有机化合物，不含金属原子，在纯态下具有介电常数等于或大于2的弱配位能力。该组合物可以获得离子型金属茂催化系统，在α-烯烃的(共)聚合反应中具有高的活性，并且所得到的聚合物产品中含有较少的金属残留物。
• Introducing the Perfluorinated Cp* Ligand into Coordination Chemistry
  作者：Robin Sievers、Malte Sellin、Susanne M. Rupf、Joshua Parche、Moritz Malischewski

  DOI：10.1002/anie.202211147

  日期：2022.10.24

  The perfluorinated Cp* analogue [C5(CF3)5]− resisted all coordination attempts for more than 40 years. Now its first transition metal complex [Rh(COD)(C5(CF3)5)] is reported. The exceptionally weak binding character of [C5(CF3)5]− is proved by DFT calculations and substitution reactions with arenes, allowing to switch between ligand and weakly coordinating anion.

  全氟化Cp*类似物[C 5 (CF 3 ) 5 ] - 40多年来一直抵制所有配位尝试。现报道了其第一个过渡金属配合物[Rh(COD)(C 5 (CF 3 ) 5 )]。 DFT 计算和芳烃取代​​反应证明了 [C 5 (CF 3 ) 5 ] -的极弱结合特性，允许在配体和弱配位阴离子之间切换。
• Synthesis and structural characterization of stable coinage metal (Cu, Ag, Au) cyclopentadienyl complexes
  作者：Robin Sievers、Marc Reimann、Nico G. Kub、Susanne M. Rupf、Martin Kaupp、Moritz Malischewski

  DOI：10.1039/d3sc06299f

  日期：——

  ligand [C5(CF3)5]− allowed for the isolation of rare and unusually stable coinage metal complexes [M(C5(CF3)5)(PtBu3)] (M = Cu, Ag, Au), representing the first complete and structurally comparable series of group 11 Cp coordination compounds. Full characterization and structure analysis revealed distinct and partly unknown coordination motifs with hapticities ranging from η1, η3/η1 and η3/η2 for gold, silver

  吸电子且氧化稳定的全氟化 Cp* 配体 [C 5 (CF 3 ) 5 ] -允许分离稀有且异常稳定的造币金属配合物 [M(C 5 (CF 3 ) 5 )(P t Bu 3 )] （M = Cu、Ag、Au），代表第一个完整且结构可比的 11 族 Cp 配位化合物系列。全面的表征和结构分析揭示了不同的和部分未知的配位基序，金、银和铜的触觉范围分别为 η 1 、 η 3 /η 1和 η 3 /η 2 。使用 DFT 方法的量子化学研究证实了这些发现，并将它们与给定配体系统的独特电子结构联系起来。