N-p-Chlorophenyl-p-chlorobenzohydroxamic acid | 36072-43-2

• 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-p-Chlorophenyl-p-chlorobenzohydroxamic acid
• 英文别名: N-(4-chlorophenyl)-4-chlorobenzohydroxamic acid；4-chloro-N-(4-chlorophenyl)-N-hydroxybenzamide
• CAS: 36072-43-2
• 化学式: C₁₃H₉Cl₂NO₂
• 分子量: 282.126
• InChiKey: OJRFUYBLAZSCGJ-UHFFFAOYSA-N

物化性质

• 熔点：
  158-159 °C(Solv: benzene (71-43-2); ligroine (8032-32-4))
• 沸点：
  453.2±55.0 °C(Predicted)
• 密度：
  1.471±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  18
• 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：
  40.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  Wilkinson's catalyst 、 N-p-Chlorophenyl-p-chlorobenzohydroxamic acid 在 Et₃N 作用下， 以 苯 为溶剂， 生成 [Rh(III)(triphenylphosphine)(4-ClC6H4C(O)N(O)C6H4Cl-4')2Cl]
  参考文献：
  名称：

  异羟肟酸氧化铑（I）。铑（III）双（异羟肟酸酯）配合物的合成，结构和电化学性能。

  摘要：

  There has been considerable interest in the coordination chemistry of the hydroxamic acids (1), because of their relevance in the physiological systems in general and because of their siderophoric activities in microbial transport of iron(3) and their theraputic applications in particular.(4) Hydroxamic acids are known to bind to metal ions usually as a bidentate O,O-donor forming a five-membered chelate ring (2).(5) However, we have recently observed an interesting chemical transformation of N-phenylbenzohydroxamic acids into their corresponding amides, brought about during their reaction with [Os(bPY)(2)Br-2], whereby the amides coordinate to osmium(III) as dianionic C,N-donors (3).(6) This has encouraged us to explore the interaction of the hydroxamic acids with other transition metal ions, preferably in their low oxidation states. For this study we selected rhodium(l) as the low-valent metal ion and N-phenylbenzohydroxamic acids as ligand. It may be mentioned here that though the chemistry of hydroxamate complexes of many transition metals has received considerable attention,(2) that of rhodium, hydroxamates appears to remain completely unexplored. As the source of rhodium(l), the Wilkinson's catalyst, viz. [Rh(PPh3)(3)Cl] was chosen because of its well-known ability to bring about catalytic transformation of organic molecules,7 as well as its efficiency as a synthon. for the preparation of mixed-ligand octahedral complexes of rhodium(III) via oxidative addition of incoming ligands.(8) Reaction of the, N-phenylbenzohydroxamic acids with [Rh(PPh3)(3)Cl] afforded a family of bis(hydroxamate) complexes of rhodium(III) along with the corresponding amides as the byproduct. The chemistry of the bis(hydroxamate) complexes of rhodium(M) is reported here with special reference to their synthesis, structure, and electrochemical properties.

  DOI：

  10.1021/ic0106930

文献信息

• Tuning the redox potentials of ternary cobalt(III) complexes containing various hydroxamates
  作者：Péter Buglyó、István Kacsir、Máté Kozsup、Imre Nagy、Sándor Nagy、Attila Csaba Bényei、Éva Kováts、Etelka Farkas

  DOI：10.1016/j.ica.2017.07.026

  日期：2018.3

  results, the 3+ oxidation state of the central cobalt ion was found to be extremely stabilized in the ternary complexes containing the doubly deprotonated benzohydroximate, but the metal ion is significantly more reducible in the ternary complexes with mono-deprotonated benzohydroxamate/derivative ligands. Measurable effect was not found on the redox potential via introduction of chloro or nitro substituents

  摘要在存在或不存在不同取代的异羟肟酸酯的情况下，已合成了16种钴（III）配合物，其中包含一种已研究的4N供体三元胺，并且该配合物对N-给体的性质，所形成的螯合物的尺寸以及其作用具有影响。已经研究了复合物的氧化还原性质上异羟肟酸酯部分的取代基的类型。新配合物[Co（uns-penp）（H 2 O）Cl] Cl 2·H 2 O（4），[Co（tren）（phebha）]（ClO 4）2（11）的晶体和分子结构），[Co（tpa）（bha）]（ClO 4）2·C 2 H 5 OH·H 2 O（15）和[Co（tpa）（phebha）]（ClO 4）2（16）也已经通过单晶X射线衍射法测定。循环伏安法（CV）结果表明，所有研究的络合物中Co（III）的不可逆还原。在四种研究的三脚架胺中，发现abap可将Co（III / II）还原电位降低到远低于生物还原剂区域的水平。与abap相比，tren中的两个链减少一个CH