5-deuterosalicylhydroxamic acid | 152269-00-6

• 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: 5-deuterosalicylhydroxamic acid
• 英文别名: 5-deuteriosalicylhydroxamic acid
• CAS: 152269-00-6
• 化学式: C₇H₇NO₃
• 分子量: 154.13
• InChiKey: HBROZNQEVUILML-MICDWDOJSA-N

反应信息

• 作为反应物：
  描述：

  5-deuterosalicylhydroxamic acid 、 N,N-二甲基甲酰胺 、 manganese(ll) chloride 在 Li-salt 、 air 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成
  参考文献：
  名称：

  Structural Evaluation and Solution Integrity of Alkali Metal Salt Complexes of the Manganese 12-Metallacrown-4 (12-MC-4) Structural Type

  摘要：

  The preparation of a variety of salt complexes of [12-MC(Mn(III)N(shi))-4] (1) provides the structural basis for the first quantitative investigation of the cation and anion selectivity of metallacrowns. The preparation, X-ray crystal structures, and solution integrities of crystalline salts (LiCl2)[12-MC(Mn(III)N(shi))-4](-) ([(LiCl2). 1](-)), (Li(trifluoroacetate))]12-MC(Mn(III)N(shi))-4] ([(LiTFA). 1]), (Li)[12-MC(Mn(III)N(shi))-4](+) ([(Li). 1](+)), (NaBr)(2)[12-MC(Mn(III)N(shi))-4] ([(NaBr)(2) . 1]), and (KBr)(2)[12-MC(Mn(III)N(shi))-4] ([(KBr)(2) . 1]) of the metallacrown [12-MC(Mn(III)N(shi))-4] (1) are described. Each salt complex of the metallacrown forms from a generic one-step, high-yield synthesis giving 1:1 metal:metallacrown adducts with lithium and 2:1 metal:metallacrown complexes with sodium and potassium ions. On the basis of synthetic preference, the trend for the cation affinity is Li+ > Na+ > K+ and that for anion affinity is Cl- > Br- > TFA(-) > F- approximate to I-3(-). The 12-metallacrown-4, structural parameters compare favorably with those of 12-crown-4, an organic crown ether, as well as with those of the topologically similar alkali metal complexes of porphyrin and phthalocyanine dianions, solidifying the structural analogy between metallacrowns and crown ethers. The solution integrities of the alkali metal halide salts of [12-MC(Mn(III)N(shi))-4] were confirmed by using paramagnetically shifted H-1 NMR, FAB-MS, ESI-MS, and UV-vis spectroscopies. Analysis of the H-1 NMR spectra and ESI-MS of the complexes proves that both the halide ions and the cations remain bound to the metallacrown upon dissolution. Investigations of metallacrown ligand exchange rates demonstrate that the metallacrowns are inert to ligand exchange in DMF and acetonitrile. This broad series of salt complexes of a single metallacrown allows for comparison of the structural features influencing the stability and specificity of joint cation/anion binding in this relatively new molecular class. X-ray parameters: (LiCl2)[12-MCh(Mn(III)N(shi))-4](-) ([(LiCl2). 1](-)), triclinic space group, P (1) over bar, a 12.516(2) Angstrom, b = 13.780(2) Angstrom, c = 19.943(3) Angstrom, alpha = 85.20(1)degrees, beta = 84.57(1)degrees, gamma = 72.18(1)degrees, V = 5059(2) Angstrom(3), Z = 2, R = 0.0773, R(w) = 0.0887; (Li(trifluoroacetate))[12-MC(Mn(III)N(shi))-4] ([(LiTFA). 1), (monoclinic space group, Cc, a = 20.261(6) Angstrom, b = 19.577(5) Angstrom, c = 16.134(5) Angstrom, beta = 99.81(2)degrees, Z = 4, refined on \F\(2), wR(2) = 0.271; (Li)[12-MC(Mn(III)N(shi))-4](+) ([(Li). 1](+)), (monoclinic space group, P2(1)/n, a = 14.814(4) Angstrom, b = 14.909(3) Angstrom, c = 32.26(1) Angstrom, beta = 102.42(2)degrees, Z = 4, refined on \F\(2), wR(2) = 0.0684; (NaBr)(2)[12-MC(Mn(III)N(shi))-4] ([(NaBr)(2) . 1]), monoclinic space group, P2(1)/n, a = 14.131(4) Angstrom, b = 13.845(3) Angstrom, c = 16.539(4) Angstrom, beta = 96.17(2)degrees, Z = 2, R = 0.0416, R(w) = 0.0419; (KBr)(2)[12-MC(Mn(III)N(shi))-4] ([(KBr)2 . 1), monoclinic space group, P2(1)/n, a = 11.654(3) Angstrom, b = 17.392(5) Iq, c = 16.786(5) Angstrom, beta = 98.40(2)degrees, Z = 2, R = 0.0649, R(w) = 0.0850.

  DOI：

  10.1021/ic960371+
• 作为产物：
  描述：

  <5-D1>-salicylic acid 在 盐酸羟胺 、 potassium hydroxide 、 N-甲基吗啉 、 氯甲酸乙酯 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 以30 %的产率得到5-deuterosalicylhydroxamic acid
  参考文献：
  名称：

  使用 1D 1H NMR 和模型结构洞察顺磁性 LnIII/GaIII 12-Metallacrown-4 配合物溶液中的结构

  摘要：

  通过顺磁1 H NMR和DFT模型研究了Ln III Na I (OBz) 4 [12-MC GaIII(N)Shi -4]配合物的溶液结构。尽管在固态下具有同构结构，但它们在 DMSO- d 6中的1 H NMR 谱由于镧系 (III) 离子的磁各向异性，它们彼此之间极为不同。通过“全镧系元素”方法对 NMR 数据进行分析，并将其与 X 射线结构和模型结构进行比较，从而确定从固态到溶液相发生的结构变化的程度。主要的结构变化涉及苯甲酸根离子的苯基，令人惊讶的是，与在固态中观察到的相反，苯甲酸根离子的苯基在溶液中呈现优先取向，降低了络合物的对称性。总体而言，DFT 方法和 1D NMR 数据使我们能够澄清与溶液中分子重排过程相关的方面，而这些方面无法通过简单地观察这些复合物的 X 射线结构来预测。

  DOI：

  10.1021/acs.inorgchem.3c00983