Macromolecular Chemistry and Physics · 2012 · 17 citations · 42 references
Natural SciencesChemistryMedicinal ChemistryDrug DiscoveryOrganic ChemistryPolymer ChemistryFluorescence ImagingFluorescence SpectroscopyMolecular Probe DevelopmentOptical PolymersPolymerization ChemistryBenzothiazole SynthesisBenzoxazole SynthesisFluorescent DyesFluorescent PolymersFluorescent Probe DesignMild Reaction ConditionsOrganic Fluorophores
Abstract The novel fluorescence‐labeled RAFT agents 2‐(4‐benzyl)benzoxazole benzodithioate (BBB) and 2‐(4‐benzyl)benzoxazole 9H‐carbazole‐9‐carbodithioate (BBCC) were synthesized via a nucleophilic substitution reaction between commercially available 2‐(4‐(chloromethyl)phenyl)benzoxazole (CMPB) and excessive carbodithioate or dithiocarbamate salts. BBB bearing benzoxazole at R‐group and BBCC carrying benzoxazole and carbazole at R‐ and Z‐group can be applied to directly obtain α‐ and α,ω‐end‐fluorescence‐labeled polymers, respectively. Considering the mild reaction conditions and readily available dyes, the reactions between CMPB and dithiocarbamate or carbodithioate salts should be a very simple and promising approach to synthesize fluorescent RAFT agents and polymers.
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Yu Chong, Julia Krstina, Tam P. T. Le et al. · Macromolecules · 2003 · 771 citations
Masayasu Taki, Janet L. Wolford, Thomas V. O’Halloran · Journal of the American Chemical Society · 2003 · 508 citations