Haziz, Umie Fatihah Mohamad
(2021)
Silver(I) And Gold(I) Mono-, Bis- And
Tetra-N-Heterocyclic Carbene
Complexes: Synthesis,
Characterization, Antibacterial And
Photophysical Studies.
PhD thesis, Perpustakaan Hamzah Sendut.
Abstract
This work describes the synthesis of symmetrical and non-symmetrical
benzimidazolium salts as a precursor for the silver(I)-NHC complexes (where NHC
= N-heterocyclic carbene). For the first series, seven n-butyl-n’-
alkylbenzimidazolium bromide salts (where alkyl = methyl, ethyl, n-propyl, npentyl,
n-hexyl, n-heptyl and n-benzyl), 1-7 were successfully synthesized. The
second series, salts 8-10 were synthesized from n-alkylbenzimidazole (where nalkyl
= ethyl, n-propyl and n-butyl) with 1,2-dibromoethane, while salts 11-13
were synthesized from n-benzylbenzimidazole with 1,n-dibromoalkane (where
alkane = ethane, propane and butane). Meanwhile, through the reaction of 3-(2-
bromoethyl)-1-butylbenzimidazole bromide, iii with n-alkylbenzimidazole (where
n-alkyl = methyl, ethyl, n-propyl, n-pentyl, n-hexyl, n-heptyl and n-benzyl), seven
unprecedented non-symmetry dibenzimidazolium bromide salts, 14-20 were
successfully obtained in the third series. The last series, tetradentate
benzimidazolium salts 21-28 were successfully synthesized through the reaction of
3-(2-bromoethyl)-1-alkylbenzimidazole bromide salts (where alkyl = ethyl, npropyl,
n-butyl and n-benzyl), i-iv with either 1,4-butylbisbenzimidazole or 1,3-
bis(methylbenzimidazole)benzene. Salts 1-28 were reacted with silver(I) oxide in
appropriate molar ratio via in-situ deprotonation reaction to facilitate the formation
of silver(I)-NHC complexes Ag1-Ag28, respectively.
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