N-pentafluorophenyl-pentafluorophenylaldimine | 853-75-8

• 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: N-pentafluorophenyl-pentafluorophenylaldimine
• 英文别名: N-(pentafluorobenzylidene)pentafluoroaniline；Benzenamine, 2,3,4,5,6-pentafluoro-N-[(pentafluorophenyl)methylene]-；N,1-bis(2,3,4,5,6-pentafluorophenyl)methanimine
• CAS: 853-75-8
• 化学式: C₁₃HF₁₀N
• 分子量: 361.142
• InChiKey: GFQBGTOCMWCIKD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  24
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  12.4
• 氢给体数：
  0
• 氢受体数：
  11

反应信息

• 作为反应物：
  描述：

  N-pentafluorophenyl-pentafluorophenylaldimine 在 双氧水 、 溶剂黄146 作用下， 以95%的产率得到bis(α-pentafluoroanilino-2,3,4,5,6-pentafluorobenzyl)peroxide
  参考文献：
  名称：

  氟代芳族衍生物。CII。用过酸氧化氟化苯硅二烯苯胺

  摘要：

  用过酸处理亚苄基苯胺，其在偶氮甲胺基团的碳和氮上具有苯基和多氟苯基取代基，用过酸进行处理，得到了偶氮甲碱键裂解的产物。用乙酸过酸氧化C 6 F 5 CH XNC 6 F 4 X-4（X = H，F，CH 3，OCH 3）类型的多氟化合物可得到稳定的α-（多氟苯胺基）-2,3过氧化物， 4,5,6-五氟苄基化合物为终产物。报道了α-（五氟苯胺基）-2,3,4,5,6-五氟苄基过氧化物的X射线结构分析数据和一些化学性质。

  DOI：

  10.1016/s0022-1139(00)85191-x
• 作为产物：
  描述：

  bis(α-pentafluoroanilino-2,3,4,5,6-pentafluorobenzyl)peroxide 以 乙腈 为溶剂， 反应 20.0h， 以52%的产率得到N-pentafluorophenyl-pentafluorophenylaldimine
  参考文献：
  名称：

  氟代芳族衍生物。CII。用过酸氧化氟化苯硅二烯苯胺

  摘要：

  用过酸处理亚苄基苯胺，其在偶氮甲胺基团的碳和氮上具有苯基和多氟苯基取代基，用过酸进行处理，得到了偶氮甲碱键裂解的产物。用乙酸过酸氧化C 6 F 5 CH XNC 6 F 4 X-4（X = H，F，CH 3，OCH 3）类型的多氟化合物可得到稳定的α-（多氟苯胺基）-2,3过氧化物， 4,5,6-五氟苄基化合物为终产物。报道了α-（五氟苯胺基）-2,3,4,5,6-五氟苄基过氧化物的X射线结构分析数据和一些化学性质。

  DOI：

  10.1016/s0022-1139(00)85191-x

文献信息

• Aza-Morita-Baylis-Hillman reactions of N-(benzylidene)polyfluoroanilines with methyl acrylate and acrylonitrile
  作者：Xinyuan Liu、Zhuo Chai、Gang Zhao、Shizheng Zhu

  DOI：10.1016/j.jfluchem.2005.05.010

  日期：2005.8

  Aza-Morita-Baylis-Hillman reactions of N-(benzylidene)polyfluoroanilines 1 with methyl acrylate or acrylonitrile were studied. It was found that Lewis base, solvent and reaction temperature can significantly affect the reaction. Using 3-hydroxyquinuclidine (3-HQD) as a Lewis base in the reactions of 1 with methyl acrylate in DMF, the normal aza-Morita-Baylis-Hillman adducts 3 were formed in moderate

  研究了N-（亚苄基）多氟苯胺1与丙烯酸甲酯或丙烯腈的Aza-Morita-Baylis-Hillman反应。发现路易斯碱，溶剂和反应温度可显着影响反应。在1-与丙烯酸甲酯在DMF中的反应中，使用3-羟基喹核苷（3-HQD）作为路易斯碱，以中等至极好的收率形成了正常的氮杂-Morita-Baylis-Hillman加合物3。对于1与丙烯腈的反应，1,4-二氮杂双环[2.2.2]辛烷（DABCO）是最好的Lewis碱，给出了相应的aza-Morita-Baylis-Hillman加合物4作为唯一产物，收率良好至中等。但是，治疗1使用丙烯醛2c时，即使在多种催化剂的存在下也不会发生相应的反应。
• Sander, Michael; Sundermeyer, Wolfgang, Zeitschrift fur Naturforschung, B: Chemical Sciences, 1998, vol. 53, # 3, p. 296 - 306
  作者：Sander, Michael、Sundermeyer, Wolfgang

  DOI：——

  日期：——
• An unexpected highly diastereoselective double Baylis–Hillman reaction of per- (or poly)fluorophenyl aromatic aldimines with methyl vinyl ketone
  作者：Xinyuan Liu、Jinwei Zhao、Guifang Jin、Gang Zhao、Shizheng Zhu、Shaowu Wang

  DOI：10.1016/j.tet.2005.01.130

  日期：2005.4

  Aza-Baylis-Hillman reaction of per- (or poly)fluorophenyl aromatic aldimines 1 with methyl vinyl ketone (MVK) was studied. It was found that both the used Lewis base and solvent can significantly affect the reaction. Using triphenylphosphine as a Lewis base, the reaction of 1 with MVK proceeded smoothly to give the normal Baylis-Hillman adduct 2 along with the double Baylis-Hillman adduct 3 as by-product in THE When 1,4-diazabicyclo [2.2.2] octane was used as a Lewis base in DMF, the aza-Baylis-Hillman reaction of 1 with MVK gave the double aza-Baylis-Hillman adduct 3 exclusively in moderate to good yields with excellent diastereoselectivities. The double Baylis-Hillman adduct 3 was conveniently converted to fluorine-containing 4-alkylidene-2-cyclohexen-1-ones under mild reaction conditions in good yields. (c) 2005 Elsevier Ltd. All rights reserved.
• Oxidation of pentafluoro-N-(2,3,4,5,6-pentafluorobenzylidene) aniline
  作者：N. I. Petrenko、T. N. Gerasimova

  DOI：10.1007/bf00947732

  日期：1985.3
• Fluoroaromatic derivatives. CII. Oxidation of fluorinated benzilidene anilines with peracids
  作者：G.G. Furin、A.O. Miller、Yu.V. Gatilov、I.Yu. Bagryanskaya、G.G. Yakobson

  DOI：10.1016/s0022-1139(00)85191-x

  日期：1985.5

  at carbon and nitrogen of the azomethine group, with peracids gave products of azomethine bond cleavage. Oxidation of polyfluorinated compounds of the type C6F5CHNC6F4X-4 (X = H, F, CH3, OCH3) with acetic peracid gave stable peroxides of α-(polyfluoroanilido)-2,3,4,5,6-pentafluorobenzyl as the final products. The X-ray structure analysis data and some chemical properties of α-(pentafluoroanilido)- 2

  用过酸处理亚苄基苯胺，其在偶氮甲胺基团的碳和氮上具有苯基和多氟苯基取代基，用过酸进行处理，得到了偶氮甲碱键裂解的产物。用乙酸过酸氧化C 6 F 5 CH XNC 6 F 4 X-4（X = H，F，CH 3，OCH 3）类型的多氟化合物可得到稳定的α-（多氟苯胺基）-2,3过氧化物， 4,5,6-五氟苄基化合物为终产物。报道了α-（五氟苯胺基）-2,3,4,5,6-五氟苄基过氧化物的X射线结构分析数据和一些化学性质。