{"title":"二茂铁功能化二硫代氨基甲酸酯配体金属配合物的合成及其抗氧化性能","authors":"Zhi-Cui Zhang, Dan-Dan Lu, Tian-Tian Sun, Ai-Quan Jia, Qian-Feng Zhang","doi":"10.1016/j.jorganchem.2025.123850","DOIUrl":null,"url":null,"abstract":"<div><div><em>Chiral</em> sodium <em>N</em>-(ferrocenylmethyl)-<em>N</em>-(2-phenylethanol) dithiocarbamate (Na<strong>L</strong>) was synthesized by the reaction of <em>N</em>-(ferrocenylmethyl)-<em>R</em>-(-)-2-amino- 2-phenylethanol (<strong>HL</strong>) with carbon disulfide in the presence of sodium hydroxide aqueous solution (50 %) at room temperature. Subsequently, Na<strong>L</strong> was reacted with various divalent metal salts at room temperature to successfully synthesize <em>bis</em>[<em>N</em>-(ferrocenylmethyl)-<em>N</em>-(2‑hydroxy-2-phenylethyl) dithiocarbamate] nickel(II), copper(II) and zinc(II) complexes <strong>1</strong>–<strong>3</strong>. The crystal structure of copper(II) complex <strong>2</strong> was determined by single-crystal X-ray diffraction analysis. Sodium ligand Na<strong>L</strong> and complexes <strong>1</strong>–<strong>3</strong> were characterized using Fourier transform infrared (FTIR) spectroscopy, nuclear magnetic resonance (NMR) spectroscopy, ultraviolet-visible (UV–Vis) spectroscopy and mass spectrometry. In addition, thermogravimetric studies were performed on four complexes. The antioxidant properties of sodium ligand Na<strong>L</strong> and complexes <strong>1–3</strong> were also reasonably evaluated in vitro using DPPH assay, of which the copper(II) complex <strong>2</strong> was found to be of better free radical scavenging ability.</div></div>","PeriodicalId":374,"journal":{"name":"Journal of Organometallic Chemistry","volume":"1041 ","pages":"Article 123850"},"PeriodicalIF":2.1000,"publicationDate":"2025-09-04","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Syntheses and antioxidant properties of metal complexes with ferrocene-functionalized dithiocarbamate ligands\",\"authors\":\"Zhi-Cui Zhang, Dan-Dan Lu, Tian-Tian Sun, Ai-Quan Jia, Qian-Feng Zhang\",\"doi\":\"10.1016/j.jorganchem.2025.123850\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<div><div><em>Chiral</em> sodium <em>N</em>-(ferrocenylmethyl)-<em>N</em>-(2-phenylethanol) dithiocarbamate (Na<strong>L</strong>) was synthesized by the reaction of <em>N</em>-(ferrocenylmethyl)-<em>R</em>-(-)-2-amino- 2-phenylethanol (<strong>HL</strong>) with carbon disulfide in the presence of sodium hydroxide aqueous solution (50 %) at room temperature. Subsequently, Na<strong>L</strong> was reacted with various divalent metal salts at room temperature to successfully synthesize <em>bis</em>[<em>N</em>-(ferrocenylmethyl)-<em>N</em>-(2‑hydroxy-2-phenylethyl) dithiocarbamate] nickel(II), copper(II) and zinc(II) complexes <strong>1</strong>–<strong>3</strong>. The crystal structure of copper(II) complex <strong>2</strong> was determined by single-crystal X-ray diffraction analysis. Sodium ligand Na<strong>L</strong> and complexes <strong>1</strong>–<strong>3</strong> were characterized using Fourier transform infrared (FTIR) spectroscopy, nuclear magnetic resonance (NMR) spectroscopy, ultraviolet-visible (UV–Vis) spectroscopy and mass spectrometry. In addition, thermogravimetric studies were performed on four complexes. The antioxidant properties of sodium ligand Na<strong>L</strong> and complexes <strong>1–3</strong> were also reasonably evaluated in vitro using DPPH assay, of which the copper(II) complex <strong>2</strong> was found to be of better free radical scavenging ability.</div></div>\",\"PeriodicalId\":374,\"journal\":{\"name\":\"Journal of Organometallic Chemistry\",\"volume\":\"1041 \",\"pages\":\"Article 123850\"},\"PeriodicalIF\":2.1000,\"publicationDate\":\"2025-09-04\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Journal of Organometallic Chemistry\",\"FirstCategoryId\":\"92\",\"ListUrlMain\":\"https://www.sciencedirect.com/science/article/pii/S0022328X25003420\",\"RegionNum\":3,\"RegionCategory\":\"化学\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"Q3\",\"JCRName\":\"CHEMISTRY, INORGANIC & NUCLEAR\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Journal of Organometallic Chemistry","FirstCategoryId":"92","ListUrlMain":"https://www.sciencedirect.com/science/article/pii/S0022328X25003420","RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q3","JCRName":"CHEMISTRY, INORGANIC & NUCLEAR","Score":null,"Total":0}
引用次数: 0
摘要
以N-(二茂铁甲基)- r -(-)-2-氨基-2-苯乙醇(HL)为原料,在氢氧化钠水溶液(50%)存在下,在室温下合成了手性N-(二茂铁甲基)-N-(2-苯乙醇)二硫代氨基甲酸钠(NaL)。随后,NaL与多种二价金属盐在室温下反应,成功合成了双[N-(二茂铁甲基)-N-(2‑羟基-2-苯乙基)二硫代氨基甲酸酯]镍(II)、铜(II)和锌(II)配合物1-3。采用单晶x射线衍射法测定了铜(II)配合物2的晶体结构。采用傅里叶变换红外(FTIR)光谱、核磁共振(NMR)光谱、紫外可见(UV-Vis)光谱和质谱对钠配体NaL和配合物1-3进行了表征。此外,对四种配合物进行了热重研究。通过体外DPPH实验对钠配体NaL和配合物1-3的抗氧化性能进行了合理评价,其中铜(II)配合物2具有较好的自由基清除能力。
Syntheses and antioxidant properties of metal complexes with ferrocene-functionalized dithiocarbamate ligands
Chiral sodium N-(ferrocenylmethyl)-N-(2-phenylethanol) dithiocarbamate (NaL) was synthesized by the reaction of N-(ferrocenylmethyl)-R-(-)-2-amino- 2-phenylethanol (HL) with carbon disulfide in the presence of sodium hydroxide aqueous solution (50 %) at room temperature. Subsequently, NaL was reacted with various divalent metal salts at room temperature to successfully synthesize bis[N-(ferrocenylmethyl)-N-(2‑hydroxy-2-phenylethyl) dithiocarbamate] nickel(II), copper(II) and zinc(II) complexes 1–3. The crystal structure of copper(II) complex 2 was determined by single-crystal X-ray diffraction analysis. Sodium ligand NaL and complexes 1–3 were characterized using Fourier transform infrared (FTIR) spectroscopy, nuclear magnetic resonance (NMR) spectroscopy, ultraviolet-visible (UV–Vis) spectroscopy and mass spectrometry. In addition, thermogravimetric studies were performed on four complexes. The antioxidant properties of sodium ligand NaL and complexes 1–3 were also reasonably evaluated in vitro using DPPH assay, of which the copper(II) complex 2 was found to be of better free radical scavenging ability.
期刊介绍:
The Journal of Organometallic Chemistry targets original papers dealing with theoretical aspects, structural chemistry, synthesis, physical and chemical properties (including reaction mechanisms), and practical applications of organometallic compounds.
Organometallic compounds are defined as compounds that contain metal - carbon bonds. The term metal includes all alkali and alkaline earth metals, all transition metals and the lanthanides and actinides in the Periodic Table. Metalloids including the elements in Group 13 and the heavier members of the Groups 14 - 16 are also included. The term chemistry includes syntheses, characterizations and reaction chemistry of all such compounds. Research reports based on use of organometallic complexes in bioorganometallic chemistry, medicine, material sciences, homogeneous catalysis and energy conversion are also welcome.
The scope of the journal has been enlarged to encompass important research on organometallic complexes in bioorganometallic chemistry and material sciences, and of heavier main group elements in organometallic chemistry. The journal also publishes review articles, short communications and notes.