Post‐polymerization modification (PPM) of polymers is extremely beneficial in terms of designing brand new synthetic pathways toward functional complex polymers. Fortunately, the new developments in the field of organic chemistry along with controlled/living radical polymerization (CLRP) techniques have enabled scientists to readily design and synthesize the functionalized‐polymers for wide range of applications via the PPM. In this regard, the reactivity of para‐fluorine atom in the fluorinated aromatic structures toward the nucleophilic substitution reactions has made the polymers possessing this group to become a very strong candidate that can undergo efficient PPM. Besides, it has been proven that the thiol‐functionalized compounds react with the para‐fluorine atom of the pentafluorophenyl group more rapidly and efficiently than the amine‐ and the hydroxyl‐functionalized compounds. Furthermore, the milder experimental conditions to achieve quantitative conversions have led to the reaction between the thiol and the structures possessing pentafluorophenyl groups to be referred to as a click‐type reaction. Given this information, this review article aims to present the scientific developments regarding the thiol‐para‐fluoro “click” (TPF‐click) chemistry, and its impact on PPM to construct novel polymeric structures. © 2018 Wiley Periodicals, Inc. J. Polym. Sci., Part A: Polym. Chem. 2018, 56, 1181–1198

The aliphatic polyurethane with pendant anthracene moieties (PU-anthracene) was prepared from polycondensation of anthracen-9-yl methyl 3-hydroxy-2-(hydroxymethyl)-2-methylpropanoate (anthracene diol), 1 with hexamethylenediisocyanate in the presence of dibutyltindilaurate in CH 2 Cl 2 at room temperature for 10 days. Thereafter, the PU-anthracene (M n,GPC 5 12,900 g/mol, M w /M n 5 1.87, relative to PS standards) was clicked with a linear a-furan protected-maleimide terminatedpoly(methyl methacrylate) (PMMA-MI) (M n,GPC 5 2500 g/mol, M w /M n 5 1.33), or -poly(ethylene glycol) (PEG-MI) (M n,GPC 5 550 g/mol, M w /M n 5 1.09), to result in well-defined PU-graft copolymers, PU-g-PMMA (M n,GPC 5 23800 g/mol, M w /M n 5 1.65, relative to PS standards) or PU-g-PEG (M n,GPC 5 11,600 g/ mol, M w /M n 5 1.45, relative to PS standards) using Diels-Alder reaction in dioxane/toluene at 105 C. The Diels-Alder grafting efficiencies were found to be over 93-99% using UV spectroscopy. Moreover, the structural analyses and the thermal transitions of all copolymers were determined via 1 H NMR and DSC, respectively.

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Eltrombopag is a powerful adjuvant anticancer drug used in treating MS (myelodysplastic syndrome) and AML (acute myeloid leukemia) diseases. In this study, the interaction mechanism between eltrombopag and DNA was studied by voltammetry, spectroscopic techniques, and viscosity measurements. We developed a DNA-based biosensor and nano-biosensor using reduced graphene oxide-modified glassy carbon electrode to detect DNA-eltrombopag binding. The reduction of desoxyguanosine (dGuo) and desoxyadenosine (dAdo) oxidation signals in the presence of the drug demonstrated that a strong interaction could be established between the eltrombopag and dsDNA. The eltrombopag-DNA interaction was further investigated by UV absorption and fluorescence emission spectroscopy to gain more quantitative insight on binding. Viscosity measurements were utilized to characterize the binding mode of the drug. To shed light on the noncovalent interactions and binding mechanism of eltrombopag molecular docking and molecular dynamics (MD), simulations were performed. Through simultaneously carried out experimental and in silico studies, it was established that the eltrombopag binds onto the DNA via intercalation.