Reaction of 4-[(4 0 -trimethylsilyl-1H-1 0 ,2 0 ,3 0 -triazol-1-yl)methyl]-2H-chromen-2-ones with benzaldehyde and tetra-n-butylammonium fluoride (TBAF) in THF yielded ten novel coumarinyl-triazoyl-phenyl methanol derivatives in 88%-97% yields. The in-vitro antibacterial, antifungal, and radical scavenging activities reveal three of the compounds possess good biological activity. In-silico computational investigations with the most active ligands have indicated that molecules behave as potent antibacterial inhibitors.