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Coordination properties of a 2-(diphenylphosphino)guanidine ligand
Leitner, Zdeněk ; Štěpnička, Petr (advisor) ; Lamač, Martin (referee)
Title: Coordination properties of phosphinoguanidine ligand Author: Bc. Zdeněk Leitner Institution: Faculty of Science, Charles University in Prague, Department of Inorfanic Chemistry Supervisor: prof. RNDr. Petr Štěpnička, Ph.D., DSc. Polar phosphine ligands have found use in variety of homogenous and biphasic catalytic processes. In the past, extensive research has been performed also on cationic phosphines, namely phosphinoguanidinium salts. However, neutral phosphinoguanidines have been mostly neglected and their coordination chemistry has not been described to a satisfactory extent, even though the combination of soft phosphorous and harder nitrogen Lewis base could exhibit interesting properties, mainly hemilabile coordination, as well as protonation-controlled nitrogen coordination. These properties could have a positive impact on catalytical performance of this ligand in systems, which benefit from hydrogen bonding or the presence of basic guanidine group. The aim of this work was to study coordination properties of an earlier prepared ligand L and the corresponding phosphinoguanidine salt L·HCl in reactions with Group 11 metal precursors. New compounds were characterized, and their crystal structures were determined. In addition to conventional compounds, an uncommon dimeric complex...
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Synthesis and catalytic properties of phosphinoferrocene guanidine
Bárta, Ondřej ; Štěpnička, Petr (advisor) ; Vojtíšek, Pavel (referee)
Title: Synthesis and catalytic properties of phosphinoferrocene guanidine Author: Ondřej Bárta Institution: Faculty of Science, Charles University in Prague, Department of Inorganic Chemistry Supervisor: prof. RNDr. Petr Štěpnička, Ph.D. Polar phosphine ligands proved to be useful in homogeneous and biphasic catalysis. Most of these phosphines bears anionic functional groups. On the other hand, functionalization of phosphines by cationic substituents is still quite uncommon, although these functional groups possess properties that could improve catalytic performance of the catalyst. In this regard, nitrogenous bases are particularly attractive due to their inherent basicity and the ability to enter into hydrogen bonding interactions. This thesis describes the synthesis of a novel ferrocene-based phosphine functionalized with guanidine moiety, viz. N-[1′-(diphenylphosphino)ferrocenylmethyl]guanidine (3). This compound was obtained by direct guanylation of 1′-(diphenylphosphino)- 1-(aminomethyl)ferrocene (2) (see scheme). Compound 3 was further used to prepare palladium complexes including the unusual zwitterionic complex [PdCl3(3H)]. The molecular structures of the prepared complexes were determined by X-ray diffraction analysis. Catalytic properties of phosphine 3 and complex [PdCl3(3H)] were...
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Synthesis and catalytic properties of phosphinoferrocene guanidine
Bárta, Ondřej ; Štěpnička, Petr (advisor) ; Vojtíšek, Pavel (referee)
Title: Synthesis and catalytic properties of phosphinoferrocene guanidine Author: Ondřej Bárta Institution: Faculty of Science, Charles University in Prague, Department of Inorganic Chemistry Supervisor: prof. RNDr. Petr Štěpnička, Ph.D. Polar phosphine ligands proved to be useful in homogeneous and biphasic catalysis. Most of these phosphines bears anionic functional groups. On the other hand, functionalization of phosphines by cationic substituents is still quite uncommon, although these functional groups possess properties that could improve catalytic performance of the catalyst. In this regard, nitrogenous bases are particularly attractive due to their inherent basicity and the ability to enter into hydrogen bonding interactions. This thesis describes the synthesis of a novel ferrocene-based phosphine functionalized with guanidine moiety, viz. N-[1′-(diphenylphosphino)ferrocenylmethyl]guanidine (3). This compound was obtained by direct guanylation of 1′-(diphenylphosphino)- 1-(aminomethyl)ferrocene (2) (see scheme). Compound 3 was further used to prepare palladium complexes including the unusual zwitterionic complex [PdCl3(3H)]. The molecular structures of the prepared complexes were determined by X-ray diffraction analysis. Catalytic properties of phosphine 3 and complex [PdCl3(3H)] were...
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