Abstract: A chiral Mannich base, [1-(piperidin-1-yl(thiophen-2-yl)methyl)] thiourea (TPPTU)was prepared by treating thiophene-2-carbaldehyde piperidine and thiourea . Using TPPTU as a ligand, metal complexes of Mn(II), Co(II), Ni(II), Cu(II) and Zn(II) were prepared. Both the compound and complexes were characterized by physical methods such as elemental analysis, melting point and TLC and spectral methods such as IR, UV –Visible, 1H NMR, 13C NMR and Mass spectral studies. For the complexes, molar conductivity, magnetic susceptibility and thermal studies were also been carried out. In vitro antimicrobial study was carried out for both the compound and complexes.