In this work, we describe the preparation and the properties of the novel bis(vinylphenylene)-bridged diruthenium complexes {Ru(CO)(η2-O2C-p-C6H4SAc)(PiPr3)2}2(μ-CH═CH-C6H4-CH═CH-1,3 and -1,4) (6 and 7), the bis(ethynylphenylene)-bridged complex trans-[AcS-p-C6H4-C≡C-Ru(dppe)2-C≡C-p-C6H4-C≡C-Ru(dppe)2-C≡C-p-C6H4-SAc] (11), the bis(1-ethynyl-4-vinylphenylene)-bridged triruthenium complex trans-[{Ru(dppe)2}{−C≡C-p-C6H4-CH═CH-Ru(CO)(η2-O2C-p-C6H4SAc)(PiPr3)2}2] (8), and the monometallic congeners Ru(CH═CH-p-C6H4SAc)(CO)(η2-O2C-p-C6H4SAc)(PiPr3)2 (4) and trans-[Ru(dppe)2(−C≡C-p-C6H4-SAc)2] (10). These mono-, bi-, and trimetallic complexes feature terminal acetyl-protected thiol functions for covalent binding to gold surfaces or for bridging the gaps of gold nanoelectrodes. All complexes display low oxidation potentials, and IR studies of the neutral complex 8 and of its various oxidized forms 8n+ indicate the high vinyl/ethynyl bridging ligand contribution to the oxidation processes and complete charge deloca...