Nazri, Muhammad Zulhelmi
(2022)
Synthesis, Structural Characterization And Anticancer
Studies Of Asymmetrical And Symmetrical Dinuclear Silver(I) Di-nheterocyclic Carbene Complexes.
Masters thesis, Universiti Sains Malaysia.
Abstract
This thesis presents the synthesis, structural characterization, and anticancer
studies of asymmetrical and symmetrical dinuclear silver(I) di-N-heterocyclic carbene
(NHC) complexes which are mainly derived from bis- and tetrakis-benzimidazolium
salts. The asymmetrical bis-benzimidazolium salts were prepared in two different
substituents series comprising N-(2-bromoethyl)-N’-benzylbenzimidazolium bromide
with R-alkyl group (R = CH3, C2H5, C3H7, C4H9, C5H11 and C6H13) (1‧Br – 6‧Br) as the
first series and R-aryl group (R = 2-CN, 3-CN and 4-CN) (7‧Br – 15‧PF6) as the second
series consisting of ethylene, propylene and butylene bridges, respectively. As for the
symmetrical tetrakis-imidazolium salt was comprised reaction of 1,2,4,5-
tetrakis(bromomethyl)benzene with imidazole moiety of 16‧Br. All the asymmetry
bis-benzimidazolium and symmetry tetrakis-imidazolium salts were converted into
their respective complexes by in-situ deprotonation reaction with Ag2O by varying the
salt and metal molar ratio, thus resulting the formation of dinuclear silver(I) di-NHC
complexes (Ag1 – Ag16). The structures of the bis-benzimidazolium (1‧Br – 15‧PF6),
tetrakis-imidazolium (16‧Br) salts as well as Ag(I) di-NHC complexes (Ag1 – Ag16)
were characterized by combination of spectroscopic data (FTIR, 1H- and 13C-NMR),
CHN elemental analysis and single crystal X-ray diffraction technique. The single
crystal X-ray diffraction studies of complex Ag4 suggest the complex crystallized in
orthorhombic space group while the macrocyclic complex of Ag16 has cylinder-type
structure.
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