4,5-dicyano-1,3-dibenzyl-2-(pentafluorophenyl)-2,3-dihydroimidazole | 1038692-16-8

• 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: 4,5-dicyano-1,3-dibenzyl-2-(pentafluorophenyl)-2,3-dihydroimidazole
• 英文别名: 1,3-dibenzyl-2-(2,3,4,5,6-pentafluorophenyl)-2H-imidazole-4,5-dicarbonitrile
• CAS: 1038692-16-8
• 化学式: C₂₅H₁₅F₅N₄
• 分子量: 466.413
• InChiKey: DRCFQKXHCCCJPL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.5
• 重原子数：
  34
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  54.1
• 氢给体数：
  0
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  4,5-dicyano-1,3-dibenzyl-2-(pentafluorophenyl)-2,3-dihydroimidazole 、 carbonylchloro(1,3-dibenzyl-4,5-dicyano-1H-imidazolin-2-ylidene)rhodium(I) dimer 以 均三甲苯 为溶剂， 以43%的产率得到trans-carbonylchlorobis(1,3-dibenzyl-4,5-dicyano-1H-imidazolin-2-ylidene)rhodium(I)
  参考文献：
  名称：

  铑（I），碳-转移过渡金属离子和对称和不对称取代的反式-RhCl（CO）（NHC）（NHC）配合物的合成路线

  摘要：

  显示第IX族元素Rh（I）能够转移N-杂环卡宾。RhCl（CO）2（NHC）到[RhCl（CO）（NHC）] 2的二聚过程，然后重排为反式-RhCl（CO）（NHC）2，是活性降低的一种可能机制各种催化反应中Rh（I）种类的变化 利用该方法，合成并表征了对称和不对称的反式-RhCl（CO）（NHC）（NHC）配合物。

  DOI：

  10.1021/om900785p
• 作为产物：
  描述：

  五氟苯甲醛 、 N,N'-dibenzyldiaminomaleonitrile 以 溶剂黄146 为溶剂， 反应 48.0h， 以81%的产率得到4,5-dicyano-1,3-dibenzyl-2-(pentafluorophenyl)-2,3-dihydroimidazole
  参考文献：
  名称：

  Acceptor substituted N-heterocyclic carbenes and their Rh(I)complexes: Synthesis, structure and properties

  摘要：

  Rhodium(I) complexes of acceptor substituted N-heterocyclic carbenes were obtained either by transmetalation from the corresponding Ag(I) complexes or by thermal decomposition of corresponding pentafluorobenzene carbene adducts. All complexes were fully characterized by means of NMR- and mass spectroscopy. Compounds 5, 6, 7 and 11 were although characterized by single-crystal X-ray analysis. The relative sigma-donor/pi-acceptor strength of the NHC ligands was determined by means of IR spectroscopy. Dimerisation behaviour of Rh carbonyl complexes was studied. (C) 2008 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2008.01.039

文献信息

• Rhodium(I), a Carbene-Transfer Transition-Metal Ion and a Synthetic Route to Symmetrical and Asymmetrical Substituted <i>trans</i>-RhCl(CO)(NHC)(NHC) Complexes
  作者：Agnes Bittermann、Eberhardt Herdtweck、Peter Härter、Wolfgang A. Herrmann

  DOI：10.1021/om900785p

  日期：2009.12.28

  Group IX element Rh(I) was shown to be able to transfer N-heterocyclic carbenes. The dimerization process of RhCl(CO)2(NHC) to [RhCl(CO)(NHC)]2, followed by a rearrangement step to trans-RhCl(CO)(NHC)2, is one possible mechanism for the loss of activity of Rh(I) species in various catalytic reactions. Utilizing this methodology symmetrical and asymmetrical trans-RhCl(CO)(NHC)(NHC) complexes were synthesized

  显示第IX族元素Rh（I）能够转移N-杂环卡宾。RhCl（CO）2（NHC）到[RhCl（CO）（NHC）] 2的二聚过程，然后重排为反式-RhCl（CO）（NHC）2，是活性降低的一种可能机制各种催化反应中Rh（I）种类的变化 利用该方法，合成并表征了对称和不对称的反式-RhCl（CO）（NHC）（NHC）配合物。
• Acceptor substituted N-heterocyclic carbenes and their Rh(I)complexes: Synthesis, structure and properties
  作者：Agnes Bittermann、Peter Härter、Eberhardt Herdtweck、Stephan D. Hoffmann、Wolfgang A. Herrmann

  DOI：10.1016/j.jorganchem.2008.01.039

  日期：2008.6

  Rhodium(I) complexes of acceptor substituted N-heterocyclic carbenes were obtained either by transmetalation from the corresponding Ag(I) complexes or by thermal decomposition of corresponding pentafluorobenzene carbene adducts. All complexes were fully characterized by means of NMR- and mass spectroscopy. Compounds 5, 6, 7 and 11 were although characterized by single-crystal X-ray analysis. The relative sigma-donor/pi-acceptor strength of the NHC ligands was determined by means of IR spectroscopy. Dimerisation behaviour of Rh carbonyl complexes was studied. (C) 2008 Elsevier B.V. All rights reserved.