Chemical CO Fixation by a Heterogenised Zn(ii)-hydrazone Complex

Overview

Journal RSC Adv

Publisher Royal Society of Chemistry

Specialty Chemistry

Date 2025 Feb 27

PMID 40013065

Authors

Neda Heydari

Rahman Bikas

Tadeusz Lis

Affiliations

Soon will be listed here.

Abstract

A new Zn(ii) coordination compound, [Zn(HL)(OAc)] (1), with ONN-donor hydrazone ligand (HL = ()-4-amino-'-(1-(pyridin-2-yl)ethylidene)benzohydrazide) was synthesized and structurally characterized by using spectroscopic techniques and X-ray analysis. These analyses indicated that the Zn(ii) ion in the resulting coordination compound is five coordinated and the compound has a free amine functionality on the phenyl ring. Thus, [Zn(HL)(OAc)] (1) was immobilized on the surface of propionylchloride functionalized silica gel through an amidification process the reaction of the aniline part of compound 1 and the acyl chloride group of the support. The synthesized heterogeneous catalyst, Si-[Zn(HL)(OAc)], was characterized by several analytical methods and the results confirmed the successful support of 1 on the surface of the support. Si-[Zn(HL)(OAc)] was used in a chemical CO fixation reaction and styrene epoxide was used as a model substrate to investigate the catalytic performance of the supported Zn(ii) catalyst. Si-[Zn(HL)(OAc)] can efficiently catalyze the formation of cyclic carbonate from the reaction of epoxide and CO in the presence of TBAB as a co-catalyst.

References

Eskemech A, Chand H, Karmakar A, Krishnan V, Koner R . Zn-MOF as a Single Catalyst with Dual Lewis Acidic and Basic Reaction Sites for CO Fixation. Inorg Chem. 2024; 63(8):3757-3768. DOI: 10.1021/acs.inorgchem.3c03901. View

Poon K, Wan W, Su H, Sato H . A review on recent advances in the electrochemical reduction of CO to CO with nano-electrocatalysts. RSC Adv. 2022; 12(35):22703-22721. PMC: 9376860. DOI: 10.1039/d2ra03341k. View

Bikas R, Shaghaghi Z, Heshmati-Sharabiani Y, Heydari N, Lis T . Water oxidation reaction in the presence of a dinuclear Mn(II)-semicarbohydrazone coordination compound. Photosynth Res. 2022; 154(3):383-395. DOI: 10.1007/s11120-022-00939-2. View

Chen H, Yang Z, Do-Thanh C, Dai S . What Fluorine Can Do in CO Chemistry: Applications from Homogeneous to Heterogeneous Systems. ChemSusChem. 2020; 13(23):6182-6200. DOI: 10.1002/cssc.202001638. View

Liu R, Cui J, Ding T, Liu Y, Liang H . Research Progress on the Biological Activities of Metal Complexes Bearing Polycyclic Aromatic Hydrazones. Molecules. 2022; 27(23). PMC: 9739244. DOI: 10.3390/molecules27238393. View

Li H, Ma Y, Yu L, Xue H, Wang Y, Chen J . Construction of octenyl succinic anhydride modified porous starch for improving bioaccessibility of β-carotene in emulsions. RSC Adv. 2022; 10(14):8480-8489. PMC: 9049959. DOI: 10.1039/c9ra10079b. View

Sahu G, Sahu K, Patra S, Mohapatra D, Khangar R, Sengupta S . Hydrolytically Stable Ti-Hydrazone-Based Metallodrugs: Protein Interaction and Anticancer Potential. ACS Appl Bio Mater. 2023; 6(12):5360-5371. DOI: 10.1021/acsabm.3c00629. View

Wu Y, Song X, Xu S, Chen Y, Oderinde O, Gao L . Chemical fixation of CO into cyclic carbonates catalyzed by bimetal mixed MOFs: the role of the interaction between Co and Zn. Dalton Trans. 2019; 49(2):312-321. DOI: 10.1039/c9dt04027g. View

Abdullatif Y, Sodiq A, Mir N, Bicer Y, Al-Ansari T, El-Naas M . Emerging trends in direct air capture of CO: a review of technology options targeting net-zero emissions. RSC Adv. 2023; 13(9):5687-5722. PMC: 9930410. DOI: 10.1039/d2ra07940b. View

10.

Castro-Gomez F, Salassa G, Kleij A, Bo C . A DFT study on the mechanism of the cycloaddition reaction of CO2 to epoxides catalyzed by Zn(salphen) complexes. Chemistry. 2013; 19(20):6289-98. DOI: 10.1002/chem.201203985. View

11.

Kim H, Kim J, Lee S, Lah M, Moon D, Jang H . New mechanistic insight into the coupling reactions of CO2 and epoxides in the presence of zinc complexes. Chemistry. 2003; 9(3):678-86. DOI: 10.1002/chem.200390076. View

12.

Song Y, Tuysuz H . CO Fixation to Prebiotic Intermediates over Heterogeneous Catalysts. Acc Chem Res. 2024; 57(15):2038-2047. PMC: 11308370. DOI: 10.1021/acs.accounts.4c00151. View

13.

Usman M, Rehman A, Saleem F, Abbas A, Eze V, Harvey A . Synthesis of cyclic carbonates from CO cycloaddition to bio-based epoxides and glycerol: an overview of recent development. RSC Adv. 2023; 13(33):22717-22743. PMC: 10370462. DOI: 10.1039/d3ra03028h. View

14.

Bakheit A, Alkahtani H . Integrated Structural, Functional, and ADMET Analysis of 2-Methoxy-4,6-diphenylnicotinonitrile: The Convergence of X-ray Diffraction, Molecular Docking, Dynamic Simulations, and Advanced Computational Insights. Molecules. 2023; 28(19). PMC: 10574294. DOI: 10.3390/molecules28196859. View

15.

Gupta M, De D, Tomar K, Bharadwaj P . From Zn(II)-Carboxylate to Double-Walled Zn(II)-Carboxylato Phosphate MOF: Change in the Framework Topology, Capture and Conversion of CO, and Catalysis of Strecker Reaction. Inorg Chem. 2017; 56(23):14605-14611. DOI: 10.1021/acs.inorgchem.7b02443. View

16.

Huang K, Sun C, Shi Z . Transition-metal-catalyzed C-C bond formation through the fixation of carbon dioxide. Chem Soc Rev. 2011; 40(5):2435-52. DOI: 10.1039/c0cs00129e. View

17.

Saleh T . Nanomaterials and hybrid nanocomposites for CO capture and utilization: environmental and energy sustainability. RSC Adv. 2022; 12(37):23869-23888. PMC: 9400618. DOI: 10.1039/d2ra03242b. View

18.

Morozova M, Tumasov V, Kazimova I, Maksimova T, Uspenskaya E, Syroeshkin A . Second-Order Scattering Quenching in Fluorescence Spectra of Natural Humates as a Tracer of Formation Stable Supramolecular System for the Delivery of Poorly Soluble Antiviral Drugs on the Example of Mangiferin and Favipiravir. Pharmaceutics. 2022; 14(4). PMC: 9030643. DOI: 10.3390/pharmaceutics14040767. View

19.

Klankermayer J, Wesselbaum S, Beydoun K, Leitner W . Selective Catalytic Synthesis Using the Combination of Carbon Dioxide and Hydrogen: Catalytic Chess at the Interface of Energy and Chemistry. Angew Chem Int Ed Engl. 2016; 55(26):7296-343. DOI: 10.1002/anie.201507458. View

20.

Zhou J, Yuan C, Zheng Y, Yin H, Yuan K, Sun X . The site pair matching of a tandem Au/CuO-CuO nanocatalyst for promoting the selective electrolysis of CO to C products. RSC Adv. 2022; 11(61):38486-38494. PMC: 9044023. DOI: 10.1039/d1ra07507a. View