Keywords: Metallocenes / Thiols / Fused ring systems / Self-assembly / Monolayers / Cyclic voltammetry With a view to preparing organometallics for the fabrication of self-assembled monolayers (SAMs) and their possible electrochemical applications, we report the synthesis and characterization of ferrocene-and ruthenocene-functionalized thiofluorenes 4b and 6b, respectively. These sandwich compounds were accessible through a consecutive synthesis methodology. 9,9-Dimethyl-2,7-diiodofluorene (1) with tBuLi, S 8 , and Me(CO)Cl gave 9,9-dimethyl-2-iodo-7-thioacetylfluorene (2)