N-pendent dimethyl derivative of an octamethyl azamacrocycle and its Cu(II), Ni(II) and Zn(II) complexes: synthesis, characterization and antimicrobial investigations

IF 1.7 4区化学 Q3 CHEMISTRY, MULTIDISCIPLINARY

Journal of Inclusion Phenomena and Macrocyclic Chemistry Pub Date : 2023-05-14 DOI:10.1007/s10847-023-01187-0

Suman Kanti Das Gupta, Saswata Rabi, Benu Kumar Dey, Axel Buchholz, Winfried Plass, Tapashi Ghosh Roy

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引用次数: 0

Abstract

Purpose

Due to the mentionable importance of macrocyclic compounds different metal complexes with a new macrocyclic ligand have been prepared in this study. To materialize this expectation, a new N-pendent derivative L_AZ was prepared by the interaction between isomeric ligand, L_A (a C-chiral isomer of 3,10-C-meso-Me₈[14]ane) and CH₃I at 1:4 ratio under reflux in methanolic solution. L_AZ underwent complexation with Ni(II), Cu(II) and Zn(II) salts to form four coordinated square planar orange [NiL_AZ](ClO₄)₂ square planar violet [CuL_AZ](ClO₄)₂, and five coordinated square pyramidal white [ZnL_AZ(NO₃)](NO₃) complexes respectively. The axial addition reactions on [CuL_AZ](ClO₄)₂ with NCS⁻, NO₃⁻, NO₂⁻, Cl⁻, Br⁻ and I⁻ afforded different colored six coordinated octahedral axial addition products: purple [CuL_AZ(NCS)₂]; pink [CuL_AZ(NO₃)(ClO₄)]; pink [CuL_AZ(NO₂)(ClO₄)]; pink [CuL_AZCl(ClO₄)]; pink [CuL_AZBr₂] and deep blue [CuL_AZI(ClO₄)] respectively.

Methods

The compounds were characterized on the basis of different analytical parameters. Antibacterial and antifungal activities of newly prepared compounds were investigated by using standard methods.

Results

The metal complexes of L_AZ showed different geometries with required coordination. Theses complexes also showed electrolytic behavior in different solvents. The ligand L_AZ and its metal complexes exhibit moderate antimicrobial activities toward different phytopathogenic bacteria and fungi.

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八甲基氮杂环的n -二甲基衍生物及其Cu(II)， Ni(II)和Zn(II)配合物:合成，表征和抗菌研究

目的由于大环化合物的重要性，本研究制备了不同的金属配合物与新的大环配体。为了实现这一期望，在甲醇溶液回流条件下，将异构体LA (3,10- c -meso- me8[14]烷的c -手性异构体)与CH3I以1:4的比例相互作用制备了新的n -依赖性衍生物LAZ。LAZ分别与Ni(II)、Cu(II)和Zn(II)盐络合形成4个配位方形平面橙色[NiLAZ](ClO4)2方形平面紫色[CuLAZ](ClO4)2和5个配位方形锥形白色[ZnLAZ(NO3)](NO3)配合物。在[CuLAZ](ClO4)2上与NCS−、NO3−、NO2−、Cl−、Br−和I−进行轴向加成反应，得到不同颜色的六配位八面体轴向加成产物:紫色[CuLAZ(NCS)2];粉色(CuLAZ(3号)(ClO4)];粉色(CuLAZ (NO2) (ClO4)];粉色(CuLAZCl (ClO4)];粉色[CuLAZBr2]和深蓝色[CuLAZI(ClO4)]。方法采用不同的分析参数对化合物进行表征。采用标准方法考察了新制备化合物的抑菌活性和抗真菌活性。结果LAZ金属配合物具有不同的几何形状和配位要求。这些配合物在不同溶剂中也表现出电解行为。配体LAZ及其金属配合物对不同的植物病原菌和真菌表现出适度的抑菌活性。

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来源期刊

Journal of Inclusion Phenomena and Macrocyclic Chemistry Agricultural and Biological Sciences-Food Science

CiteScore

4.10

自引率

8.70%

发文量

期刊介绍： The Journal of Inclusion Phenomena and Macrocyclic Chemistry is the premier interdisciplinary publication reporting on original research into all aspects of host-guest systems. Examples of specific areas of interest are: the preparation and characterization of new hosts and new host-guest systems, especially those involving macrocyclic ligands; crystallographic, spectroscopic, thermodynamic and theoretical studies; applications in chromatography and inclusion polymerization; enzyme modelling; molecular recognition and catalysis by inclusion compounds; intercalates in biological and non-biological systems, cyclodextrin complexes and their applications in the agriculture, flavoring, food and pharmaceutical industries; synthesis, characterization and applications of zeolites. The journal publishes primarily reports of original research and preliminary communications, provided the latter represent a significant advance in the understanding of inclusion science. Critical reviews dealing with recent advances in the field are a periodic feature of the journal.