This paper describes synthesis, characterization (NMR, FT-IR, microanalysis, and X-ray crystallography),in vitroanticancer activity ofortho/para-xylyl linked bis-imidazolium salts (4-5) and respective dinuclear Ag(I)N-heterocyclic carbene (NHC) complexes (6-7). All the compounds were tested for their cytotoxicity against human colorectal cancer (HCT 116) and breast cancer (MCF-7) cell lines. According to cell viability measurements using MTT assay, all the complexes (6-7) showed a dose-dependent cytotoxic activity against both the cell lines, whereas respective salts (4-5) proved to be inactive. The complexes (6-7) demonstrated significant activity with IC50values range 5.6–20.3 μM for HCT 116 and 1.12–6.38 μM for MCF-7. 5-Fluorouracil was used as standard drug (IC50= 5.9 μM) for HCT 116, whereas tamoxifen was used as standard drug for MCF-7 (IC50= 14 μM) cell line.