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Preparation of P,N-donor ferrocene ligands by coupling reactions
Rezazgui, David ; Schulz, Jiří (advisor) ; Gyepes, Róbert (referee)
Title: Preparation of P,N-donor ferrocene ligands by coupling reactions Author: Bc. David Rezazgui Department: Department of Inorganic Chemistry Supervisor: RNDr. Jiří Schulz, Ph.D. Abstract: P,N-donor ligands form a varied group of compounds with wide utilization in homogeneous gold catalysis. This group of ligands uses geometrical features of moieties to which the donors are attached and the difference in hardness of the donor groups resulting in their unique coordination behavior. Ferrocene moiety offers unique geometrical features and flexibility. The chemical stability of ferrocene makes it possible to use various synthetic methods like cross- coupling reactions which are commonly used in organic synthesis. This work describes the preparation of six P,N-donor ferrocene ligands via Negishi cross-coupling reaction and their gold complexes which were further tested in catalytic cyclization of N-(prop-2-yn-1- yl)benzamide and oxidative cyclization of phenylacetylene. The electron richness of the phosphine donor moieties was assessed by measuring of 1 JSeP interaction constant of the corresponding selenides. In this work a general synthetic route to hetero- and homoannularly substituted P,N-donor ferrocene ligands of catalytically active complexes was introduced. Keywords: ferrocen, hybrid ligand, gold...
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Synthesis and characterization of bidentate P,N-donor ferrocene ligand
Rezazgui, David ; Schulz, Jiří (advisor) ; Hulla, Martin (referee)
Title: Synthesis and characterization of bidentate P,N-donor ferrocene ligand Author: Bc. David Rezazgui Department: Department of Inorganic chemistry Supervisor: RNDr. Jiří Schulz, Ph.D. The main goal of this thesis was the preparation and characterization of ferrocene ligand 4-[1'-(diphenylphosphino)ferrocen-1-yl]morpholine (compound 3). Compared to structurally similar compounds, compound 3 offers greater geometrical flexibility which might have a positive effect in some applications, for example in catalysis by transition metal complexes. Two new compounds were synthesized along the synthetic route of phosphinoamine 3, the protected amine 1 and morpholine derivate 2. Selenide 4 was prepared in order to determine the basicity of compound 3 via the direct scalar interaction of 77 Se with 31 P. The synthesis comprised phosphinylation of 1,1'-dibromoferrocene, protection of the obtained 1-bromo-1'- (diphenylphosphino)ferrocene with sulfur, azidation and immediate reduction to protected amine 1. Morpholine derivate 2 was subsequently synthesized by cyclization reaction with bis(2-chloroethyl)ether. Phosphinoamine 3 was obtained by deprotection of compound 2 with Raney nickel. Finally, selenide 4 was obtained by the reaction of 3 with KSeCN. All newly prepared compounds were analyzed by NMR and transmission...
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Synthesis and characterization of bidentate P,N-donor ferrocene ligand
Rezazgui, David ; Schulz, Jiří (advisor) ; Hulla, Martin (referee)
Title: Synthesis and characterization of bidentate P,N-donor ferrocene ligand Author: Bc. David Rezazgui Department: Department of Inorganic chemistry Supervisor: RNDr. Jiří Schulz, Ph.D. The main goal of this thesis was the preparation and characterization of ferrocene ligand 4-[1'-(diphenylphosphino)ferrocen-1-yl]morpholine (compound 3). Compared to structurally similar compounds, compound 3 offers greater geometrical flexibility which might have a positive effect in some applications, for example in catalysis by transition metal complexes. Two new compounds were synthesized along the synthetic route of phosphinoamine 3, the protected amine 1 and morpholine derivate 2. Selenide 4 was prepared in order to determine the basicity of compound 3 via the direct scalar interaction of 77 Se with 31 P. The synthesis comprised phosphinylation of 1,1'-dibromoferrocene, protection of the obtained 1-bromo-1'- (diphenylphosphino)ferrocene with sulfur, azidation and immediate reduction to protected amine 1. Morpholine derivate 2 was subsequently synthesized by cyclization reaction with bis(2-chloroethyl)ether. Phosphinoamine 3 was obtained by deprotection of compound 2 with Raney nickel. Finally, selenide 4 was obtained by the reaction of 3 with KSeCN. All newly prepared compounds were analyzed by NMR and transmission...
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Kanto Separatism during the Muromachi Period
Rezazgui, David ; Labus, David (advisor) ; Sýkora, Jan (referee)
In my thesis I am dealing with the separatization process of the Kamakura government in the Kantō region during the Muromachi period. I present an overview of historical events from the 13th to the 15th century which influenced the activities of the Muromachi shōgunate, which was formally in control of the Kamakura government. Furthermore I deal with the administrative organs of the shōgunate and with the economical situation during the Muromachi period because both factors played an essential role in the process of gaining independence of the Kantō region. Keywords: Muromachi, separatism, Kantō, Ashikaga, kubō, kanrei, bakufu, Kamakura-fu
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