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Reactivity and properties of triphosphate analogues
Šrein, Jakub ; Kubíček, Vojtěch (advisor) ; Vojtíšek, Pavel (referee)
Reactions leading to cyclization on methylene bridges in PCPCP structure motif were investigated. It was found, that these reactions result in number of various isomers. Some of these isomers were characterized by NMR and MS spectroscopy, but none was isolated. Further, acid-base properties of bis(methylenephosphonato)phosphineic acid were investigated. Formation of complexes was studied with lithium(I), calcium(II), copper(II) and zinc(II) cations. Furthermore, interaction between bis(methylenephosphonato)phosphinic acid and ethylenediamine was investigated by NMR and potentiometric titration. The results show formation of H-bond-based adducts.
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Complexes of aminoalkylphosphineoxides
Mészáros, Bence ; Kubíček, Vojtěch (advisor) ; Mosinger, Jiří (referee)
Title: Comlpexes of aminoalkylphosphineoxides Author: Bence Mészáros Department: Department of Inorganic Chemistry, Faculty of Science UK Supervisor: doc. RNDr. Vojt ch Kubí ek, Ph.D. Supervisor's e-mail address: kubicek@natur.cuni.cz Three selected aminoalkylphosphine oxides were synthesized: Aminomethyl(diphenyl)phosphine oxide, N-piperidylmethyl(diphenyl)phosphine oxide, N,N-diethylaminomethylbis(hydroxomethyl)phosphine oxide. All prepared substances were characterized by NMR spectroscopy and mass spectrometry. The aminomethyl(diphenyl)phosphine oxide and N-piperidylmethyl(diphenyl)phosphine oxide were obtained in the solid state as single crystals and their structure was determined by X-ray analysis. Acid-base and complexing properties of the studied compounds were studied by potentiometric titration and NMR titration. Protonation constants of all three compounds were obtained, stability constants were not determined because of the low solubility of the complexes in water or low stability of the complexes. The structure of the aminomethyl(diphenyl)phosphine oxide complex with Cu2+ was determined by X-ray analysis. Keywords: complexes, organophosphorus synthesis, phosphine oxides, acid-base and complexation properties
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Production of singlet oxygen by metal-organic frameworks
Ondrušová, Soňa ; Lang, Kamil (advisor) ; Kubíček, Vojtěch (referee)
In the presented thesis, metal-organic framework (MOF) PCN-222 was post-synthetically modified with diphenylphosphinic acid. The parent PCN-222 and modified MOFs were characterized by powder X-ray diffractions and nitrogen adsorption isotherms. The presence of bound diphenylphosphinic acid in the modified MOFs was documented by inductively coupled plasma optical emission spectrometry, infrared spectroscopy, and 13 C and 31 P solid- state NMR. The modified MOFs have greater water-drying stability and up to four times higher singlet oxygen productivity under visible light irradiation than the parent PCN-222. Keywords: metal-organic framework, porphyrin, post-synthetic modifications, diphenylphosphinic acid, singlet oxygen, stability
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Copper(I) complexes with phosphinonitrile donors
Horký, Filip ; Štěpnička, Petr (advisor) ; Kubíček, Vojtěch (referee)
Title: Copper(I) complexes with phosphinonitrile donors Author: Bc. Filip Horký Department: Department of Inorganic chemistry Supervisor: prof. RNDr. Petr Štěpnička, Ph.D. Abstract: Although coordination compounds with phosphinonitrile ligands are already well known, in the vast majority of these complexes these ligands coordinate as simple P-donors with their cyano groups acting as auxiliary substituents. This led us to synthesize and study a series of Cu(I) complexes with two isomeric phosphinonitrile donors, namely 2-(diphenylphosphino)benzonitrile (Lo ) and 2-(diphenylphosphino)benzonitrile (Lp ), with different ligand-to-metal ratios and possibly characterize further coordination modes offered by these hybrid donors. This work describes the preparation of phosphinonitrile complexes from the aforementioned ligands and simple copper(I) halides (CuX, X = Cl, Br, I), pseudohalides (X = CN) and from [Cu(MeCN)4][BF4]. The products were characterized by nuclear magnetic resonance, infrared spectroscopy and elemental analysis, mass spectrometry, and their solid-state structures were determined by single-crystal X-ray crystallography. In addition, luminescent properties of the Cu(I) complexes were studied and catalytic activity of selected complexes was tested in copper-catalyzed alkyne-azide cycloaddition...
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Phosphonate and phosphinate derivatives of dipicolylamine
Hlinová, Veronika ; Kubíček, Vojtěch (advisor) ; Vojtíšek, Pavel (referee)
The Diploma Thesis deals with preparation of one phoshonate and two phospinate derivatives of dipicolylamine. Dissociation constants of prepared ligands were determined by potentiometric and NMR titration. Coordination properties of the compounds were studied by combination of potentiometry and UV-VIS spectrophotometry. Stability constants of complexes with selected transition metal ions (Cu2+ , Ni2+ a Zn2+ ) and alkali-earth metals ions (Ca2+ , Mg2+ ) were calculated. Acid-base and coordination properties in the solid state were studied by X-ray diffraction on single-crystals.
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Synthesis and coordination properties of TACN phosphinate derivatives
Kohúteková, Soňa ; Kubíček, Vojtěch (advisor) ; Gyepes, Róbert (referee)
The aim of this work is preparation and characterization of a ligand for a selective complexation of gallium (III). The ligand is a derivative of macrocycle NOTA with bis(phosphinic) pendant arm. Protonation constants and stability constants with copper (II), nickel (II), zinc (II) and gallium (III) cations were determined by potentiometric titrations. The ligand was also used for studying complexation kinetics with gallium (III) ions and might serve as a potential contrast agent for 68 Ga-PET.
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Ligand systems for zirconium complexation
Hacaperková, Eliška ; Kubíček, Vojtěch (advisor) ; Vojtíšek, Pavel (referee)
The aim of this thesis is to synthesize new kind of macrocyclic ligands for complexation of Zr4+ . Zirconium(IV) complexes have potential as contrast agents in immuno-PET. Three macrocyclic ligands L1, L2 and L3 with dif- ferent pendant arms (HOPO, maltol, hydroxamate) were designed. Despite numerous attempts syntheses of L1 and L2 were unsuccessful. Ligand L3 was synthesized and the protonation constants were determined by poten- tiometric titration. Complexes [Zr4+ (L3)] were studied too. Catechol ligand L4 was prepared and complexes with cations Zn2+ , Ga3+ and Zr4+ were investigated. 1
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Aminophosphinic acids
Kruliš, Tomáš ; Kubíček, Vojtěch (advisor) ; Gyepes, Róbert (referee)
Two phosphinic acids were prepared: 1-hydroxy-ethan-1,1-bis[N,N- bis(karboxymethyl)aminomethyl]phosphinic acid; H6L1 and methylenebis[N,N- bis(karboxymethyl)aminomethyl]phosphinic acid; H6L2 . Acid-base and complexation properties were studied by potenciometric titrations. Complexes of both ligands with Cu2+ ions were studied in detail using UV/VIS spectrometry. Keywords: Organophosphorus synthesis, bisphosphinic acids, coordination properties
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