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Functional phosphinoferrocene ligands
 Škoch, Karel ; Štěpnička, Petr (advisor) ; Grüner, Bohumír (referee) ; Dostál, Libor (referee)
6 Abstract The first part of this Thesis describes the preparation of a novel phosphanyl-ferrocene amine, Ph2PfcCH2NH2 (1; fc = 1,1'-ferrocendiyl) in two steps from the known aldehyde Ph2PfcCHO. An oxime Ph2PfcCH=NHOH was prepared firstly by a condensation reaction, and subsequently treated with Li[AlH4] to give the desired amine. The amine was converted into its more stable hydrochloride salt, Ph2PfcCH2NH3Cl. Derivatization of amine 1 was examined through the preparation of a series of phosphanyl-urea ligands Ph2PfcCH2NHC(E)NR1 R2 . Some of these compounds were also prepared via an alternative method employing reductive amination reaction. These donors and their Pd(II) complexes were evaluated in Pd-catalyzed reaction of arylbromides with K4[Fe(CN)6] in order to prepare corresponding benzonitrile derivatives using aqueous reaction solvents. The reaction proceeds with excellent yields and purity when 1 mol.% of Pd- catalyst is used (at 100 řC for 3 hours), especially for electron-rich bromobenzenes. Substrates with electron-withdrawing substituents react significantly slower and corresponding hydrolytic products (benzamides) are isolated. The coordination properties of phosphanyl-amine 1 were examined towards Cu(I) ions. Thus, reaction of 1 with [Cu(MeCN)4][BF4] provided bis-chelate complex [Cu(1- κ2...
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