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The properties with synthesis of NHC and metal complexes bearing cyclobutane group

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2013
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Abstract (EN)

N-heterocyclic carbenes (NHC) and those synthesized transition metal complexes often used in the organometallic chemistry. The steric effects of these compounds can be adjusted with substituted groups bonded the nitrogen atoms and electronic effects can be adjusted with groups attached to the 4,5-position. They that have these properties are alternative phosphine ligands commonly used in catalysis. Therefore, in this study, N-heterocyclic carbene precursors were prepared bearing cyclic structure (such as cyclobutane) and structurally were characterized by appropriate spectroscopic methods. Ruthenium and palladium complexes with NHC ligand were prepared and investigated structural characteristic properties. The studies summarized in four categories: 1) 1,3-disubstituted imidazolidinium salts (1a-1d) and 1,3-disubstituted benzimidazolium salts (2a-2h) were prepared from the interaction with bromomethylcyclobutane of N-substituted imidazoline and N-substituted benzimidazole compounds. 2) Palladium complexes containing benzimidazol-2-ylidene (3a-3e) were synthesized with treatment of benzimidazolium salt with Pd(OAc)2 The structures of newly synthesized complexes were elucidated by suitable spectroscopic methods. For 3c compound, structural characterization data were supported using X-ray method. 3) The Ru-NHC complexes (4a, 4b) and (5a-5c) were synthesized with treatment of benzimidazolium salt and imidazolidinium salt with [RuCl2(p-simen)]2 and Cs2CO3 in toluene. The structures of all complexes were elucidated by suitable spectroscopic methods. For 5b and 5c compounds, structural characterization data were supported using X-ray method. 4) The activities of the catalytic system insitu formed of NHC precursors with Pd(OAc)2 were determined for the Heck reaction in water. KEYWORDS: N-heterocyclic carbene, ruthenium, palladium, X-ray, Heck tepkimesi.

Author

Rukiye Zengin

How to Cite

Rukiye Zengin (Master Thesis). The properties with synthesis of NHC and metal complexes bearing cyclobutane group, 2013, İnönü University.

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