对氟苯甲酸银 | 57665-04-0

• 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: 对氟苯甲酸银
• 英文名称: silver 4-fluorobezoate
• 英文别名: silver 4-fluorobenzoate；silver p-fluorobenzoate；4-fluoro-benzoic acid ; silver (I)-compound；[Ag(4-fluorobenzoate)]n；4-Fluor-benzoesaeure; Silber(I)-Verbindung；Silver;4-fluorobenzoate
• CAS: 57665-04-0
• 化学式: Ag*C₇H₄FO₂
• 分子量: 246.974
• InChiKey: IZSLWMZDHDNFKV-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  0.19
• 重原子数：
  11
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  40.1
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  对氟苯甲酸银 在 potassium permanganate 、 双氧水 、 碘 、 溶剂黄146 作用下， 以 水 为溶剂， 反应 5.0h， 生成 p-nitrobenzyl 6α-bromo-2β-<<(4-fluorobenzoyl)oxy>methyl>-2α-methylpenam-3α-carboxylate 1,1-dioxide
  参考文献：
  名称：

  Synthesis and .beta.-lactamase inhibitory properties of 2.beta.-[(acyloxy)methyl]-2.alpha.-methylpenam-3.alpha.-carboxylic acid 1,1-dioxides

  摘要：

  p-Nitrobenzyl 2 beta-[(benzoyloxy)methyl]-2 alpha-methylpenam-3 alpha-carboxylate was prepared by reaction of p-nitrobenzyl 2-[2-oxo-3 alpha-bromo-4-(benzothiazol-2-yldithio)azetidin-1-yl] -2-isopropenylacetate with silver benzoate in the presence of iodine. The resulting diester was oxidized to the sulfone with potassium permanganate and hydrogen peroxide, and the bromine and p-nitrobenzyl groups were removed by hydrogenolysis to give potassium 2 beta-(benzoyloxy)methyl 2 alpha-methylpenam-3 alpha-carboxylate 1,1-dioxide. A series of related compounds, including the pivaloyl, methoxybenzoyl, p-fluorobenzoyl, and p-aminobenzoyl derivatives, were prepared in a similar way. All of these compounds were potent beta-lactamase inhibitors in vitro against the TEM beta-lactamase from Klebsiella pneumoniae A22695 and Bacteroides fragiles A22695 but less active against the beta-lactamase from Staphylococcus aureus A9606. All compounds when administered orally in a 1:1 combination with amoxicillin did not show any significant protection of mice infected with S. aureus A9606. 2 beta-(Bromomethyl)-2 alpha-methylpenam-3 alpha-carboxylic acid was prepared and reacted with silver nitrate to give the nitrate ester. Oxidation with potassium permanganate and catalytic reduction afforded 2 beta-(hydroxymethyl)-2 alpha-methylpenam-3 alpha-carboxylic acid 1,1-dioxide. 2 beta-(Bromomethyl)-2 alpha-methylpenam-3 alpha-carboxylic acid 1,1-dioxide was found to be a strong beta-lactamase inhibitor, while the 2 beta-hydroxymethyl compound showed only weak beta-lactamase-inhibiting properties.

  DOI：

  10.1021/jm00382a025
• 作为产物：
  描述：

  对氟苯甲酸 、 silver(l) oxide 以 乙腈 为溶剂， 反应 24.0h， 以90%的产率得到对氟苯甲酸银
  参考文献：
  名称：

  新型NHC *-和Ph3P-Ag（I）-苯甲酸酯衍生物的合成，结构和抗菌活性

  摘要：

  摘要日益增长的抗菌素耐药性（AMR）威胁需要一种新颖的方法来治疗传染病。具有已知的抗菌和抗真菌特性以及多种作用机理的共价键合的银，当单独使用或与已知的抗菌化合物结合使用时，可提供一种治疗策略。在这里，我们描述了八种新型银（I）配合物的合成，这些配合物针对两种病原性细菌菌株（耐甲氧西林金黄色葡萄球菌（MRSA）和大肠杆菌（E. coli））以及两种病原性真菌菌株的体外活性进行了筛选，白色念珠菌和副念珠菌。通过使三苯基膦相对当量与相关的苯甲酸银（1、2和4）反应来合成配合物5-8，配合物9-12是通过在Schlenk条件下生成游离卡宾NHC *（1,3-二苄基-4,5-二苯基-咪唑-2-亚基）并使其与苯甲酸银1-4反应而合成的。配合物9-12表现出最强的抗菌活性，在浓度分别为12.5和3.25 µg / mL时，对MRSA和C. parapsilosis的生长产生了50％的抑制作用。

  DOI：

  10.1016/j.ica.2018.10.057

文献信息

• Strong Silver‐Silver Interactions in Three Silver(I) Carboxylate Complexes with High Cytotoxicity Properties
  作者：Xiu‐Ying Liu、Hai‐Liang Zhu

  DOI：10.1081/sim-200055672

  日期：2005.5.1

  Three carboxylate silver(I) complexes, [Ag(fbc)]n, (1), [Ag2(cpd)]n (2) and [Ag2(idc)]n (3), were prepared and characterized by X‐ray single crystal analysis, where fbcH is 4‐fluorobenzoic acid, cpdH2 is cyclopentane‐1,1‐dicarboxylic acid and idcH2 is iminodiacetic acid. The three coordination polymers show clear Ag–Ag bonds in their structures. The Ag–Ag bond length 2.850 Å both in 1 and 2 is much

  制备了三种羧酸银 (I) 配合物 [Ag(fbc)]n、(1)、[Ag2(cpd)]n (2) 和 [Ag2(idc)]n (3)，并通过 X 射线对其进行了表征单晶分析，其中 fbcH 是 4-氟苯甲酸，cpdH2 是环戊烷-1,1-二羧酸，idcH2 是亚氨基二乙酸。三种配位聚合物在其结构中显示出清晰的 Ag-Ag 键。1 和 2 中的 Ag-Ag 键长 2.850 Å 远短于金属银中的键长（2.89 Å），这是报道的最短的银-银相互作用。三种复合物的细胞毒性结果表明它们对正常细胞和癌细胞具有非常高的低温毒性特性。
• Synthetic, Spectroscopic and Biological Studies on Some μ-Oxy-bis[triphenylantimony(V)]carboxylates and Cyclic Organoantimonates
  作者：Surjeet S ingh、Neha Bahuguna、Kiran Singhal、Prem Raj

  DOI：10.14233/ajchem.2021.23045

  日期：——

  A series of hitherto unreported μ-oxy-bis[triphenylantimony(V)]dicarboxylates and μ-oxy-bis[triphenylantimony(V)] chlorocarboxylates of general formula Ph3Sb(L)-O-Sb(L)Ph3 and Ph3Sb(Cl)-O-Sb(L)Ph3, respectively have been synthesized by the metathetical reaction of μ-oxybis-[triphenylantimony(V)]dichloride and silver salts of corresponding carboxylic acids in 1:2 and 1:1 molar ratio [where L = thiosalicyclic

  一系列迄今为止未报道的μ-氧-双[三苯基锑(V)]二羧酸盐和μ-氧-双[三苯基锑(V)]氯羧酸盐，通式为Ph3Sb(L)-O-Sb(L)Ph3和Ph3Sb(Cl) -O-Sb(L)Ph3 分别通过 μ-氧双-[三苯基锑(V)]二氯化物与相应羧酸的银盐以 1:2 和 1:1 摩尔比进行复分解反应合成 [其中 L =硫代水杨酸、对硝基苯甲酸、对氨基苯甲酸、对氟苯甲酸、邻氯苯甲酸]。通过熔点、元素分析、FT-IR、1H NMR、13C NMR、19F NMR对新分离的羧酸锑进行了鉴定。分子量和电导率数据表明溶液中的单体和非电解行为。化合物的抗真菌和抗菌活性已得到评估。
• Gold-Catalyzed C–O Cross-Coupling Reactions of Aryl Iodides with Silver Carboxylates
  作者：Guifang Chen、Bo Xu

  DOI：10.1021/acs.orglett.3c02254

  日期：2023.9.1

  We have developed a C–O cross-coupling reaction of (hetero)aryl iodides with silver carboxylates via a AuI/AuIII catalytic cycle. The transformation featured exclusive chemoselectivity and moisture/air insensitivity. Aromatic and aliphatic (including primary, secondary, and tertiary) silver carboxylates are all suitable substrates. Moreover, this protocol worked well intermolecularly and intramolecularly

  我们开发了（杂）芳基碘化物与羧酸银通过 Au I /Au III催化循环进行的 C-O 交叉偶联反应。该转化具有独特的化学选择性和湿气/空气不敏感性。芳香族和脂肪族（包括伯、仲和叔）羧酸银都是合适的底物。此外，该方案在分子间和分子内均表现良好。最重要的是，无论底物的电子效应和空间位阻如何，都获得了良好的产率。
• Arylbis(triphenylphosphinyl)nickel carboxylates
  作者：L. S. Isaeva、G. I. Drogunova、A. S. Peregudov、D. N. Kravtsov

  DOI：10.1007/bf00962678

  日期：1988.1
• Clear Ag–Ag bonds in three silver(I) carboxylate complexes with high cytotoxicity properties
  作者：Hai-Liang Zhu、Xian-Ming Zhang、Xiu-Ying Liu、Xian-Jiang Wang、Gao-Feng Liu、Anwar Usman、Hoong-Kun Fun

  DOI：10.1016/s1387-7003(03)00205-3

  日期：2003.8

  The reaction of Ag2O and carboxylate ligands in ammonium solution results in three coordination polymers, [Ag(fbc)](n) 1, [Ag-2(cpd)](n) 2 and [Ag-2(idc)](n) 3, where fbcH is 4-fluorobenzoic acid, cpdH(2) is cyclopentane-1,1-dicarboxylic acid and idcH(2) is iminodiacetic acid. The X-ray crystal structural analysis indicates that compounds I and 2 are two-dimensional frameworks and 3 is a three-dimensional framework. All the three complexes show clear Ag-Ag bonds and high cytotoxicity properties to normal cells and carcinoma cells.[GRAPHICS](C) 2003 Elsevier Science B.V. All rights reserved.