“2+1” Dithiocarbamate–isocyanide chelating systems for linking (M=99mTc, Re) fragment to biomolecules

Preparation and characterization of rhenium (I) tricarbonyl dithiocarbamate compounds; Re(CO)3(S2CNMe2)(L)

“…Only two reported compounds are structurally analogous to the compounds in this report: a pair of rhenium (I) tricarbonyl dithiocarbamate compounds with derivatized phosphine ligands employed in an examination of the [2 + 1] strategy of preparing radiopharmaceuticals have been structurally characterized [12]. A similar study without crystallographically characterized compounds has been reported using derivatized dithiocarbamate ligands and isocyanide ligands [13]. There have been published studies of the synthesis and spectroscopic characterization of the fundamental members of the Re(CO) 3 (dtc)L series, however the compounds were prepared by multi-step reactions or by using thiuram disulfides or thallium salts [14][15][16][17].…”

Complexes of technetium(I) (99Tc, 99mTc) pentacarbonyl core with π-acceptor ligands (tert-butyl isocyanide and triphenylphosphine): Crystal structures of [Tc(CO)5(PPh3)]OTf and [Tc(CO)5(CNC(CH3)3)]ClO4

“…Isocyanides form very stable complexes with Tc (one of them, hexakis(methoxyisobutylisonitrile)technetium(I), MIBI, is a commercially used radiopharmaceutical for heart imaging). They form (in combination with dithiocarbamates) stable 2+1 complexes with the tricarbonyltechnetium fragment [19]. On the other hand, linking of the isonitrile functional group to biomolecules seems quite feasible (using, e.g., commercially available ethyl isocyanoacetate).…”

Synthesis and Characterisation of [Re(CO)3(SS)(P)] Complexes: A [2+1] Concept for 99mTc‐ and 188Re‐Radiopharmaceutical Applications

“…The resulting product was not characterised; however, we suppose that a neutral soluble monomeric SS-bicoordinated species is formed, as reported by Gorshkov et al for similar dithiocarbamates with the [Re(CO) 3 ] + moiety. [9] The simple substitution of a coordinated methanol by a monodentate phosphane ligand (L1-L3) blocks the coordination vacancy and leads to the target complexes (C1-C3) in good yields after purification by flash chromatography. The solid compounds are remarkably inert and stable to air and moisture, Scheme 3.…”

“…The labile water ligands can easily be replaced by more stable and inert ligands. This reaction has been explored with DMTC [9] and phosphane ligands. [20,25,26] Scheme 4.…”