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  • About
  • The Global ETD Search service is a free service for researchers to find electronic theses and dissertations. This service is provided by the Networked Digital Library of Theses and Dissertations.
    Our metadata is collected from universities around the world. If you manage a university/consortium/country archive and want to be added, details can be found on the NDLTD website.
1

Metallodendrimers as catalysts for C-C coupling reactions

Mapolie, S. F. January 2011 (has links)
>Magister Scientiae - MSc / In this work, we describe the synthesis of ferrocenylimine and G1 dendrimeric N,N′ ligands, and their palladium(II) complexes. The ligands L1 – L4 were synthesized following Schiff base condensation reactions. The ferrocenylimine ligands L1 and L2 were prepared from ferrocenecarboxaldehyde and 1,3-diaminopropane or DAB-4-(NH2)4, while the G1 dendrimeric N,N′ ligands L3 and L4 were prepared from DAB-4-amine and 2- pyridinecarboxaldehyde or 2-quinolinecarboxaldehyde. The air and moisture stable ligands were obtained in fairly good yields of over 65 %. All the ligands were observed to be soluble in common organic solvents. They were characterized by FTIR spectroscopy, 1H-NMR spectroscopy, 13C-NMR spectroscopy, micro-analysis and ESImass spectrometry.A reaction of the ligands with PdCl2(COD) or PdCl2(MeCN)2 gave palladium(II) complexes C1 – C4 in good yields of over 70%. The complexes were observed to be stable. However,the complexes did not dissolve in common organic solvents. These were characterized by FTIR spectroscopy and 1H-NMR and 13C-NMR spectroscopy.All the complexes were screened for activity towards Heck coupling model reaction of iodobenzene with styrene. The complexes catalyzed the coupling of styrene with iodobenzene, giving over 60 % conversions. However, complex C3 was found to be the most active catalyst, yielding 75% conversion without formation of palladium black.

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