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Abstract
Synthesis and magnetic behavior of poly[6-N-oxy-tert-butylamino)biphenyl-3,3′-ylene] (2) are described. Polyradical 2 was prepared the Pd-catalyzed polycondensation of N-tert-butyl-2,4-dibromoaniline with 1,3-phenylenebis(trimethylene boronate), followed by oxidation with 3-chloroperoxybenzoic acid. The degree of polycondensation determined by SEC was ∼18. Polyradical 2 was very stable in both solution and solid state. The spin concentration of 2 determined by ESR was 1.89 × 1021 spins g−1 (0.75 spin per repeating unit). The magnetic susceptibility (χ) measurements of 2 carried out with a SQUID magnetometer showed that the magnetic interaction between the unpaired electron spins was antiferromag-netic (Θ= −0.98 K). No observation of the ferromagnetic interaction was ascribed to twisting of the nitroxide moiety from the π-conjugated main chain. This twisting was confirmed by the X-ray crystallographic analysis of the monomer model radical 1.