2-hydroxy-3-methoxybenzaldehyde N''-(4-fluorophenyl)thiosemicarbazone | 880049-27-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: 2-hydroxy-3-methoxybenzaldehyde N''-(4-fluorophenyl)thiosemicarbazone
• 英文别名: 1-(4-Fluorophenyl)-3-[(2-hydroxy-3-methoxyphenyl)methylideneamino]thiourea
• CAS: 880049-27-4
• 化学式: C₁₅H₁₄FN₃O₂S
• 分子量: 319.359
• InChiKey: PVOYLHXQQWWACE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  22
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  98
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-hydroxy-3-methoxybenzaldehyde N''-(4-fluorophenyl)thiosemicarbazone 、 bis(2,4-pentanedionato)dioxomolybdenum(VI) 以 乙醇 为溶剂， 反应 2.0h， 以75%的产率得到
  参考文献：
  名称：

  Chemistry of oxidomolybdenum(IV) and -(VI) complexes with ONS donor ligands: Synthesis, computational evaluation and oxo-transfer reactions

  摘要：

  A series of dioxidomolybdenum(VI) complexes, [(MoO2L1-6)-O-VI] (1-6) and [(MoO2L1-6)-O-VI(solv)] (1a-6a) {where solv (solvent) = DMSO (1a, 3a, 5a and 6a) and H2O (2a and 4a)) have been synthesized using thiosemicarbazone ligands, H2L1-6. Furthermore, six monooxidomolybdenum(IV) complexes [(MoOL1-6)-O-VI(N-N)] (7-12) {where co-ligand (N-N) = 2,2'-bipyridine (bipy) (7,10 and 11) and 1,10-phenanthroline (phen) (8, 9 and 12)) have also been synthesized from the corresponding Mo(VI) precursors, [(MoO2L1-6)-O-VI] (1-6) by oxygen atom transfer (OAT) reaction. Complexes have been characterized by conventional methods, including X-ray crystallography, and DFT (density functional theory) calculations. OAT reactivity of Mo(VI) and Mo(IV) complexes have been successfully established through the formation of OPPh3 and Me2S. These OAT products have been characterized by P-31 NMR (OPPh3), UV-Vis spectroscopy and GC-MS (Me2S) and DFT simulations supported this finding through the prediction of Delta G(sol)(tot) for the reaction of oxygen atom transfer. DFT methods suggested that the oxygen atom transfer from [(MoO2L)-O-VI] species to PPh3 to give [(MoOL)-O-VI(bipy)] and from DMSO to [(MoOL)-O-IV(bipy)] to yield [(MoO2L)-O-VI] is strongly favored, whereas the formation of mu-oxido dimer [(Mo2O3L2)-O-V], is much less probable. (C) 2017 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.poly.2017.12.023

文献信息

• Synthesis, structural studies and catalytic activity of a series of dioxidomolybdenum(VI)-thiosemicarbazone complexes
  作者：Satabdi Roy、Saswati、Sudhir Lima、Sarita Dhaka、Mannar R. Maurya、Rama Acharyya、Cassandra Eagle、Rupam Dinda

  DOI：10.1016/j.ica.2018.01.023

  日期：2018.4

  the thiosemicarbazone ligands, [4-(p-bromophenyl)thiosemicarbazone of salicylaldehyde (H2L1), 4-(p-X-phenyl)thiosemicarbazone of o-vanillin X = F (H2L2), X = Cl (H2L3) and X = OMe (H2L4)}, 4-(p-bromophenyl)thiosemicarbazone of 5-bromosalicylaldehyde (H2L5), and 4-(p-chlorophenyl)thiosemicarbazone of o-hydroxynaphthaldehyde (H2L6)] with [MoO2(acac)2] afforded a series of new oxidomolybdenum(VI) complexes

  硫半脲配体，水杨醛的[4-（对溴苯基）硫半脲，邻香兰素的4-（对X苯基）硫半脲X = F（H2L2），X = Cl（H2L3）和X ＝ OMe（H 2 L 4）}，将5-溴水杨醛（H 2 L 5）的4-（对溴苯基）硫代半脲和邻羟基萘醛（H 2 L 6）的4-（对氯苯基）硫代半脲与[MoO 2（acac）2]一起得到a。系列新的氧钼（VI）配合物[Mo（VI）O2L1-6（solv）]（1-6）其中溶剂（溶剂）= DMSO（1、3、5和6）和H2O（2和4）} 。2和3的分子结构通过X射线晶体学测定，证明了配体的二元三齿行为。循环伏安图的模式类似于1-6，其中包括在电位窗口-0.71至-0.66 V和-0.92至-0内的两个不可逆的还原过程。85 V分别对应于金属中心从Mo（VI）/ Mo（V）和Mo（V）/ Mo（IV）的还原。测试了1-6的催化电位对苯乙烯和环己烯的氧化作用。检查各种