E-ISSN: 2458-973X
Synthesis of macrocyclization cyclophanes and their metal complexes, characterization and antimicrobial activity
1Department of Chemistry, Trakya University Faculty of Sciences, Edirne, Türkiye
2Department of Chemistry, Tekirdağ Namık Kemal University Faculty of Arts and Sciences, Tekirdağ, Türkiye
Journal of Sustainable Construction Materials and Technologies 2023; 1(8): 27-34 DOI: 10.47481/jscmt.1253033
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Abstract

Due to their chemical properties, cyclophane-type compounds constitute an interesting organic chemistry class. In the structure of all cyclic compounds, macrocyclization is the most
critical issue for high-efficiency synthesis. Especially with a small cyclophane structure, the
experimental steps are more complicated than with a prominent cyclophane structure. In
this manuscript, three different material groups were applied to synthesize silver cyclophane
compounds for smart drug properties. In the first material group, 5,6-dimetil-1H-benzo[d]
imidazole (1) and 2,6-bis(chloromethyl)pyridine (2) were reacted to form 5,6-dimethyl-1-
((6-((5,6-dimethyl-1H-benzo[d]imidazole-1-il)methyl)pyridine-2-il)methyl)-1H-benzo[d]
imidazole compound (3). In the second material group, ethyl 2-bromoacetate (4) reacted to
different nitrogen atoms of the cyclophane compound to form a symmetric carbene compound, which is water-soluble (5). In the third material group, the silver (I) and palladium
(II) metal complexes were synthesized due to the reaction with silver(I) oxide (6) and palladium (II) chloride (7). Antimicrobial activities of the carbene compounds and silver and
palladium complexes (5, 6, and 7) were investigated against bacteria and fungal in more detail.
Silver (I) complex (6) shows an antimicrobial agent when mixed with microorganisms, such
as Gram-positive, Gram-negative, and fungal, but this property has not been observed in the
palladium (II)-carbene complex (7).