Synthesis, Structural Analyses And Antibacterial Activities Of New Non-Functionalized And Nitrile-Functionalized Silver(I) N-Heterocyclic Carbene Complexes

• Main Author: Mohamad Haziz, Umie Fatihah
• Format: Thesis
• Language: English
• Published: 2016
• Subjects: QD1-999 Chemistry
• Online Access: http://eprints.usm.my/32321/1/UMIE_FATIHAH_MOHAMAD_HAZIZ_24%28NN%29.pdf; http://eprints.usm.my/32321/
• Institution: Universiti Sains Malaysia

Dua siri baru garam benzimidazolium benzil bergantian iaitu bukan berfungsi (1-3·PF6 and 7-9·2PF6) dan berfungsian nitril (4-6·PF6 and 10-12·2PF6) telah berjaya di sintesis sebagai pelopor untuk N-heterosiklik karbena (NHC). Tindak balas antara garam benzimidazolium dan argentum(I) oksida dengan kadar bersesuaian telah memudahkan garam benzimidazolium untuk berdeprotonasi in situ yang mendapatkan dua siri kompleks argentum(I)-NHC, [Agn(L)2]·nPF6 (Ag1-Ag12), masing-masing (di mana L = 1-6: 1-(2’/3’/4’-metilbenzil/metilbenzonitril)-3-(2’’-propil)benzimidazolium, n = 1 atau L = 7-12: 3,3-(butana-1,4-diyl)-1,1-(2’/3’/4’-metilbenzil/metilbenzonitril)bisbenzimidazolium, n = 2). Kegunaan satu kompleks argentum(I)-NHC, Ag1 sebagai ejen pemindahan telah berjaya dilihat di dalam pembentukan kompleks palladium(II)-NHC, Pd1 yang telah berformula sebagai [PdCl(L)2(MeCN)]PF6 (di mana L = 1: 1-(2’-metilbenzil)-3-(2’’-propil)benzimidazolium). Two series of new benzyl substituted benzimidazolium salts, both non-functionalized, (1-3·PF6 and 7-9·2PF6) and nitrile-functionalized, (4-6·PF6 and 10-12·2PF6) were successfully synthesized as N-heterocyclic carbene (NHC) precursors. The reaction of an appropriate ratio of respective benzimidazolium salts with silver(I) oxide facilitated the in situ deprotonation of the benzimidazolium salts that afforded the formation of two series of silver(I)-NHC complexes, [Agn(L)2]·nPF6 (Ag1-Ag12), (where L = 1-6: 1-(2’/3’/4’-methylbenzyl/methylbenzonitrile)-3-(2’’-propyl)benzimidazolium, n = 1 or L = 7-12: 3,3-(butane-1,4-diyl)-1,1-(2’/3’/4’-methylbenzyl/methylbenzonitrile)bisbenzimidazolium, n = 2). The uses of one of the silver(I)-NHC complex, Ag1 as a transfer agent was successfully observed in the formation of a palladium(II)-NHC complex, Pd1 formulated as [PdCl(L)2(MeCN)]PF6 (where L = 1: 1-(2’-methylbenzyl)-3-(2’’-propyl)benzimidazolium).