(五氟苯基)甲胺 | 1548-77-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: (五氟苯基)甲胺
• 英文名称: 2,3,4,5,6-pentafluorobenzylamine
• 英文别名: pentafluorobenzylamine；Benzenemethanamine, 2,3,4,5,6-pentafluoro-；(2,3,4,5,6-pentafluorophenyl)methanamine
• CAS: 1548-77-2
• 化学式: C₇H₄F₅N
• mdl: MFCD01166247
• 分子量: 197.107
• InChiKey: BHRRPEQUXZLXBW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.142
• 拓扑面积：
  26
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  (五氟苯基)甲胺 生成 五氟苯甲醇
  参考文献：
  名称：

  723.多氟芳烃。第四部分 2,3,4,5,6-五氟甲苯及相关化合物

  摘要：

  DOI：

  10.1039/jr9610003719
• 作为产物：
  描述：

  α-溴-2,3,4,5,6-五氟甲基苯酸酯 在 potassium phtalimide 、 肼 作用下， 以 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 2.5h， 生成 (五氟苯基)甲胺
  参考文献：
  名称：

  The Pattern of Fluorine Substitution Affects Binding Affinity in a Small Library of Fluoroaromatic Inhibitors for Carbonic Anhydrase

  摘要：

  A library of fluoroaromatic inhibitors of carbonic anhydrase has been found to bind in a manner dependent on both hydrophobicity and the pattern of substitution of the fluoroaromatic ring. All of the compounds in the library bind to the protein with K-d < 3 nM. We have inferred;two distinct binding modes from our data, which suggest two types of interactions that should be considered when designing fluorinated drugs.

  DOI：

  10.1021/ol9905250

文献信息

• [EN] TRIAZOLE COMPOUND AND USE THEREOF IN AGRICULTURE<br/>[FR] COMPOSÉ DE TRIAZOLE ET SON UTILISATION EN AGRICULTURE
  申请人：DONGGUAN HEC PESTICIDES R&D CO LTD

  公开号：WO2020063756A1

  公开（公告）日：2020-04-02

  A novel triazole compound of the formula (IV) is provided, it can be used in agriculture, wherein R1 is cyclopropyl and the like; X is -CH2-and the like; each of R4 and R6 is independently hydrogen, fluorine, chlorine, CH3-, etc.; each of R3 and R7 is hydrogen, fluorine, chlorine, idoine, CH3-, -OCF3, etc.; R5 is hydrogen, fluorine, chlorine, bromine, idoine, -CF3, -OCH2CN, -OCH2CH=CH2, etc.

  提供一个新颖的三唑化合物，其公式为(IV)，可用于农业，其中R1为环丙基等；X为-CH2-等；R4和R6各自独立地为氢、氟、氯、CH3-等；R3和R7各自独立地为氢、氟、氯、碘、CH3-、-OCF3等；R5为氢、氟、氯、溴、碘、-CF3、-OCH2CN、-OCH2CH=CH2等。
• Biomimetic reductive amination under the continuous-flow reaction conditions
  作者：Vadim A. Soloshonok、Hector T. Catt、Taizo Ono

  DOI：10.1016/j.jfluchem.2009.10.013

  日期：2010.2

  account of continuous-flow reaction conditions for biomimetic reductive amination of fluorinated carbonyl compounds to corresponding amines and amino acids of biomedical importance. We demonstrate that simple silica-adsorbed DBU can be used as efficient catalysts for on-column 1,3-proton shift reaction, a key transformation in the biomimetic reductive amination process. This new on-column process features

  这项研究全面介绍了连续流动反应条件，用于将氟化羰基化合物仿生还原胺化为相应的具有生物医学重要性的胺和氨基酸。我们证明简单的二氧化硅吸附的DBU可以用作柱上1,3-质子转移反应的有效催化剂，这是仿生还原胺化过程中的关键转化。与传统的瓶内反应相比，这种新的柱上工艺具有操作方便的条件，更高的化学收率，对映选择性和相应产物的纯度。此外，除去烧瓶中反应中最棘手的问题碱催化剂，在柱上方法中也不是问题，因为硅胶吸附的DBU或与聚合物结合的胍保留在色谱柱上并且可以重复使用。
• Application of the Ugi four-component condensation reaction for the synthesis of α,α- and α,β-dipeptides substituted with fluoroarylalkyl pendent groups†
  作者：Norio Shibata、Biplab Kumar Das、Yoshio Takeuchi

  DOI：10.1039/b007455l

  日期：——

  We report a single step synthesis based on the Ugi four-component condensation of previously unknown α,α- and α,β-dipeptides, 2 and 8, having fluoroaromatic groups appended to the nitrogen atom.

  我们报道了一步合成法，基于Ugi四组分缩合反应，涉及先前未知的含氟芳香基团连接到氮原子的α,α-和α,β-二肽2和8的新型化合物。
• Tuning the Halide Affinity of Quinoline-Based Anion Receptors
  作者：Zhan-Hu Sun、Markus Albrecht、Roland Fröhlich

  DOI：10.1002/ejoc.201201715

  日期：2013.6

  (thio)urea- and amide-functionalized quinoline-based anion receptors towards halide anions was investigated in detail in CDCl3 and [D6]DMSO solutions by using 1H and 19F NMR spectroscopic methods. The electronic, solvent, and fluoro-substitution effects were studied. The (thio)urea- and amide-functionalized quinoline-based anion receptors showed medium to strong anion affinity and good selectivity in solution

  通过使用 1H 和 19F NMR 光谱方法，在 CDCl3 和 [D6]DMSO 溶液中详细研究了（硫）脲和酰胺官能化喹啉基阴离子受体对卤化物阴离子的结合行为。研究了电子、溶剂和氟取代效应。（硫）脲和酰胺官能化的喹啉基阴离子受体在溶液中显示出中等至强的阴离子亲和力和良好的选择性。获得了关键化合物的单晶，并通过X射线衍射光谱进行了研究。
• Intramolecular π-stacking in copper(i) diketiminate phenanthroline complexes
  作者：Paul O. Oguadinma、Alexandre Rodrigue-Witchel、Christian Reber、Frank Schaper

  DOI：10.1039/c0dt00240b

  日期：——

  Diketimines N,N′-dibenzyl-2-amino-4-imino-pent-2-ene (1), S,S-N,N′-di(phenylethyl)-2-amino-4-imino-pent-2-ene (2), N,N′-bis(3,4,5-trimethoxyphenylmethyl)-2-amino-4-imino-pent-2-ene (3), N,N′-bis(pentafluorophenylmethyl)-2-amino-4-imino-pent-2-ene (4) and N,N′-diisobutyl-2-amino-4-imino-pent-2-ene (5) react with CuOtBu in the presence of 2,9-R2-1,10-phenanthroline to give the respective neutral, tetracoordinated diketiminate copper(I) phenanthroline complexes 1a+2a (R = H), 1b, 3b–5b (R = Me) and 1c+3c (R = Ph). Crystal structures were obtained for all complexes except 5b and intramolecular π-stacking between the phenanthroline ligand and one or two N-benzyl substituents were observed in 1a, 2a, 1b and 1c, or 3b and 4b, respectively. UV/vis absorption spectra show two transitions in the visible region, a diketiminate-based transition at 373–386 nm and a transition at 600–666 nm, tentatively assigned as an MLCT to phenanthroline. All complexes were weakly luminescent in the solid state at room temperature with lifetimes of less than 60 ns. Weak luminescence was also observed in solution with λmax = 720–830 nm for 1b, 1c, 3b, 4b and 5b and short luminescence lifetimes. Intramolecular π-stacking interactions, which prevent flattening distortions in the solid state, appear to have advantageous effects on luminescence intensities.

  二酮亚胺 N,N'-二苄基-2-氨基-4-亚氨基-戊-2-烯 (1)、S,S-N,N'-二(苯乙基)-2-氨基-4-亚氨基-戊-2-烯 (2)、N,N'-双(3,4,5-三甲氧基苯基甲基)-2-氨基-4-亚氨基-戊-2-烯 (3)、N,N'-双(五氟苯基甲基)-2-氨基-4-亚氨基-戊-2-烯 (4) 和 N,N'-二异丁基-2-氨基-4-亚氨基-戊-2-烯 (5) 在 2,9-R2-1,10-菲啉存在下与 CuOtBu 反应，生成相应的中性四配位的二酮亚胺铜(I) 菲啉复合物 1a+2a (R = H)、1b、3b–5b (R = Me) 和 1c+3c (R = Ph)。所有复合物的晶体结构均已获得，除了 5b，且在 1a、2a、1b 和 1c，或 3b 和 4b 中观察到了菲啉配体与一个或两个 N-苄基取代基之间的分子内 π-堆积现象。紫外/可见吸收光谱显示在可见光区域有两个跃迁，一个是在 373–386 nm 范围内的基于二酮亚胺的跃迁，另一个是在 600–666 nm 范围内，暂时被归因为向菲啉的金属配体电荷转移 (MLCT)。所有复合物在室温下的固态弱发光，寿命均小于 60 ns。在溶液中也观察到了弱发光，1b、1c、3b、4b 和 5b 的最大波长为 720–830 nm，并且发光寿命较短。分子内的 π-堆积相互作用在固态下防止扁平畸变，似乎对发光强度有积极影响。