Two novel dinuclear platinum(II) complexes, Pt-2(CH3)(4)(ttab), 1, and Pt2Ph4(ttab), 2, have been synthesized from the reaction of 1,2,4,5-tetrakis(1-N-7-azaindolyl)benzene (ttab) with Pt-2(CH3)(4)(SMe2)(2) and [PtPh2(SMe2)](n) (n = 2, 3), respectively. The Pt(II) centers in both complexes are within van der Waals contact distances with the central benzene ring of the ttab ligand. Compound I was found to react readily with saturated chlorinated molecules such as CFCl3, CCl4, CHCl3, and CH2Cl2 at ambient temperature to yield a dinuclear platinum(IV) complex, Pt-2(CH3)(4)(ttab)Cl-2, 3, quantitatively. The central benzene ring of the ttab ligand in 1 was transformed to a 1,4-cyclohexadiene dianion in 3, accompanied by the formation of two internal Pt-C bonds. The structures of 1, 2, and 3 are determined by X-ray diffraction analyses.