An ambident fluorinated aminothiol that combines a nucleophilic thiol, a metal-chelating amine and an electron-withdrawing ortho-fluorine in one rigid framework. The three orthogonal functional groups enable one-pot multi-modal derivatisation and are exploited in:
Late-stage agro-chemical construction: the copper-catalysed S-arylation installs the 2-F-4-NH₂-phenyl-sulfur motif into pyrazole carboxanilides, delivering potent SDHI fungicides with 2-fold improved metabolic stability versus des-fluoro analogues.
High-κ self-assembled dielectrics: on HfO₂ the –NH₂ anchors while the –SH passivates interface traps, reducing leakage current to <10⁻⁸ A cm⁻² at 1 MV cm⁻¹ and raising OFET mobility to 3.6 cm² V⁻¹ s⁻¹.
Heavy-metal capture: the soft–hard N,S donor set forms a square-planar complex with Pd(II) (log β₂ = 20.1) allowing quantitative recovery of palladium from spent cross-coupling liquors (≤0.2 ppm residual).
Redox-cleavable bioconjugate linker: the quinone-imine redox potential (E°′ –0.18 V vs NHE) triggers glutathione-mediated release of doxorubicin in tumour cytosol (t½ 12 min).
Insecticidal 1-benzoyl-3-phenylureas: condensation with 2,6-difluorobenzoyl isocyanate gives >95 % active urea that shows 100 % larvicidal activity against Spodoptera litura at 10 ppm.
Store under nitrogen at 2–8 °C, away from light and oxidants to prevent disulfide or quinone formation.
