Czasopismo | CHEMIK | Rocznik 2024 - zeszyt 2

Kwas tiofeno-2,5-difosfonowy jako efektywny chelator jonów metali

Thiophene-2,5-diphosphonic acid as an effective metal ions chelator

10.15199/4.2024.2.5

nr katalogowy: 150050
10.15199/4.2024.2.5

Streszczenie

Zsyntezowano kwas tiofeno-2,5-difosfonowy, a następnie opracowano efektywną procedurę otrzymywania krystalicznych form związków koordynacyjnych zawiera jących aniony tiofeno-2,5-difosfonowe, pełniące funkcję ligandów, oraz jako centra metaliczne jony kobaltu(II), cynku(II) oraz niklu(II). Otrzymane związki koordynacyjne scharakteryzowano rejestrując widma FT-IR, a obserwowane silne pasma w zakresie 1220–1020 cm-1 oraz 975–950 cm-1 potwierdziły obecność anionów tiofeno-2,5--difosfonowych w ich strukturach.

Abstract

Thiophene-2,5-diphosphonic acid was synthesized, and then an effective procedure was developed to obtain crystalline forms of coordination compounds consisting of thiophene-2,5-diphosphonic anions acting as ligands and cobalt(II), zinc(II) and nickel(II) ions as metal centres. The obtained coordination compounds were cha racterized by recording the FT-IR spectra. A strong band in the range of 1220–1020 cm-1 and 975-950 cm-1 was observed as a result of the occurrence of thiophene-2,5--diphosphonic anions in their structure.

Słowa kluczowe

Keywords

Bibliografia

[1] Wendels S., Chavez T., Bonnet M., Salmeia K. A., Gaan S.: Recent Developments in Organophosphorus Flame Retardants Containing P-C Bond and Their Applications, Materials 2017, 10 (11), 784. DOI: 10.3390/ma10070784.
[2] Wehbi M., Mehdi A., Negrell C., David G., Alaaeddine A., Ameduri B., Phosphorus-Containing Fluoropolymers: State of the Art and Applications, ACS Appl. Mater. Interfaces 2020, 12 (1), 38–59, DOI: 10.1021/acsami.9b16228.
[3] Cabre A., Riera A., Verdaguer X., P-Stereogenic Amino-Phosphines as Chiral Ligands: From Privileged Intermediates to Asymmetric Catalysis, Acc. Chem. Res. 2020, 53 (3), 676–689, DOI: 10.1021/ acs.accounts.9b00633.
[4] Zhouu Ch., Luo X., Chen N., Zhang L., Gao J., C–P Natural Products as Next-Generation Herbicides: Chemistry and Biology of Glufosinate, J. Agric. Food Chem. 2020, 68 (13), 3344–3353, DOI: 10.1021/acs. jafc.0c00052.
[5] Abdou M. M., Synopsis of recent synthetic methods and biological applications of phosphinic acidderivatives, Tetrahedron 2020, 76, 131251, DOI: 10.1016/j.tet.2020.131251.
[6] Rueff J-M., Perez O., Pautrat A., Barrier N., Hix G. B., Hernot S., Couthon-Gourvès H., Jaffrès P-A., Structural Study of Hydrated/ Dehydrated Manganese Thiophene-2,5-diphosphonate Metal Organic Framework, Mn2(O3P-C4H2S-PO3)∙2H2O, Inorg. Chem. 2012, 51 (19), 10251–1026, DOI:10.1021/ic301187y.
[7] Bloyet C., Roger M., Rueff J-M., Raveau B., Lohier J-F., Rogez G., Jaffrès P-A., The Dimeric Pyramidal Cu2O6(H2O)2 Unit – A Structural Invariant of a Homologous Series of Copper-Layered Phosphonates, Eur. J. Inorg. Chem. 2016, 28, 4643–4648, DOI:10.1002/ejic.201600613.
[8] Goura J., Chandrasekhar V., Molecular Metal Phosphonates, Chem. Rev. 2015, 115 (14), 6854–6965, DOI:10.1021/acs. chemrev.5b00107.
[9] Clearfield A., Coordination chemistry of phosphonic acids with special relevance to rare earths, J. Alloys Compounds 2006, 418, 128–138, DOI:10.1016/j.jallcom.2005.08.109.
[10] Schull T. L., Andrew Knight D., Organometallic phosphonic acids: synthesis and coordination chemistry, Coord. Chem. Rev. 2005, 249 (11-12) 1269–1282, DOI:10.1016/j.ccr.2005.02.005.
[11] Rathore K., Jangir R., Insight into Synthesis, properties and applications of metal Phosphonates: Emphasis on catalytic activitie, Inorg. Chim. Acta 2024, 559, 121804, DOI:10.1016/j.ica.2023.121804.
[12] Kan W-Q., Xu J-M., Wen S-Z., Yang L., Metal ions directed assembly of two coordination polymers based on an organic phosphonate anion and a multidentate N-donor ligand, J. Mol. Struct. 2017, 1128, 513–519, DOI:10.1016/j.molstruc.2016.09.029.
[13] Kostelnik T. I., Scheiber H., Cappai R., Choudhary N., Lindheimer F., de Guadalupe Jaraquemada-Pelaez M., Orvig Ch., Phosphonate Chelators for Medicinal Metal Ions, Inorg. Chem. 2021, 60 (8), 5343- 5361, DOI:10.1021/acs.inorgchem.1c00290.
[14] Poojary D. M., Zhang B., Cabeza A., Aranda M. A. G., Bruque S., Clearfield A., Synthesis and crystal structures of two metal phosphonates, M( HO,PC,H,), (M = Ba, Pb), J. Mater. Chem. 1996, 6 (4), 639–644, DOI:10.1039/JM9960600639.
[15] Serpaggi F., Ferey G., Hybrid open frameworks (MIL-n). Part 6† Hydrothermal synthesis and X-ray powder ab initio structure determination of MIL-11, a series of lanthanide organodiphosphonates with three-dimensional networks, LnIIIH
[O3 P(CH2 ) n PO3 ] (n=1–3), J. Mater. Chem. 1998, 8 (12), 2749–2755, DOI:10.1039/A802715C.
[16] Dardar F., Day C. S. , El Jazouli A., Sebti S., Lachgar A., Synthesis and Characterization of a New Layered Gallium Phosphonate Oxalate
[C2H10N2]0.5
[Ga3(PO3CH3)4(C2O4)].H2O, J. Chem. Crystallogr. 2019, 49 (1), 44–51, DOI:10.1007/s10870-018-00762-5.
[17] Panja S., Adams D. J., Urea-Urease Reaction in Controlling Properties of Supramolecular Hydrogels: Pros and Cons, Chem. Eur. J. 2021, 27 (1), 1–13, DOI:10.1002/chem.202100490.
[18] Sevrain C. M., Berchel M., Couthon H., Jaffrès P-A., Phosphonic acid: preparation and applications, Beilstein J. Org. Chem. 2017, 13, 2186–2213, DOI:10.3762/bjoc.13.219.
[19] Tavs P., Reaction of aryl halides with trialkyl phosphites or dialkyl phenylphosphonites to aromatic phosphonates or phosphinates by nickel salt catalyzed arylation, Chem. Ber. 1970, 103 (7), 2428−2436.
[20] Rico M., Orza J. M., Marcillo J., Fundamental vibrations of thiophene and its deuterated derivatives, Spectrochim. Acta 1965, 21, 680–710, DOI:10.1016/0371-1951(65)80026-1.
[21] Kadac K., Nowaczyk J., Polythiophene nanoparticles in aqueous media, J. Appl. Polym. Sci. 2016, 133 (9), 43495, DOI: 10.1002/ APP.43495.
[22] Tlidjane H., Chafai N., Chafaa S., Bensouici Ch., Bengouguerra K., New thiophene-derived a-aminophosphonic acids: Synthesis under microwave irradiations, antioxidant and antifungal activities, DFT investigations and SARS-CoV-2 main protease inhibition, J. Mol. Struct. 2022, 1250, 131853, DOI:10.1016/j.molstruc.2021.131853.

Jeśli masz wykupiony/przyznany dostęp - zaloguj się. Skorzystaj z naszych propozycji zakupu!

Publikacja


CHEMIK- e-publikacja (pdf) z zeszytu 2024-2 , nr katalogowy 150050 licencja: Osobista Produkt cyfrowy Nowość	10.00 zł

Zeszyt


CHEMIK- e-zeszyt (pdf) 2024-2 licencja: Osobista Produkt cyfrowy Nowość	49.00 zł

Prenumerata

CHEMIK - prenumerata cyfrowa
licencja: Osobista

Produkt cyfrowy
Nowość

150.00 zł

CHEMIK - PAKIET prenumerata PLUS
licencja: Osobista

Produkt cyfrowy

Szczegóły pakietu

300.00 zł

Zeszyt

2024-2

Twój Koszyk

Publikacja

Zeszyt

Prenumerata

Zeszyt

Czasopisma