Preparation of one parent dioxomolybdenum(VI) complex of formula [MoO 2 (L)](acac) 2 with a Schiff base, obtained from condensation of thenil with 2,3-diamino-5-chloropyridine and four new complexes having formula [MoO 2 (ML)](acac) 2 , derived from cyclization of [MoO 2 (L)](acac) 2 with β-diketones are reported in this research paper. The prepared five dioxomolybdenum(VI) complexes have been described by elemental analyses, molar conductance, UV-Vis, IR, NMR and thermal studies. The feasibility of coordination number of molybdenum metal is six. All five complexes of dioxomolybdenum(VI) have octahedral geometry. The octahedral coordination circle of molybdenum in synthesized dioxomolybdenum complexes is completed by two oxo oxygen atoms and four nitrogen atoms from derived ligand. The shape of synthesized dioxomolybdenum(VI) complexes have distorted octahedral. All the synthesized complexes showed moderate activity against S. aureus and S. typhi, the improvement in the antibacterial activity being explained on the basis of chelation hypothesis.