Synthesis and Magnetic Properties of Nitronyl Nitroxides with an Adjacent Chiral Group

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<jats:title>Abstract</jats:title> <jats:p>We have designed and synthesized chiral molecules with nitronyl nitroxide (NN) radicals directly bound to the chiral centers, (S)-1,3-dioxolane-4-NN (1) and (R)-oxazolidine-4-NN (2). These radicals were synthesized from d-mannitol in four steps for 1 and from l-serine in six steps for 2 in moderate yields. They were characterized by means of mass spectrometry, electron spin resonance, elemental analyses, and X-ray crystal structure analyses. Their magnetic properties were also investigated using a SQUID magnetometer. The temperature dependence of paramagnetic susceptibility (χp) indicates the presence of a weak antiferromagnetic intermolecular interaction with J/kB = −3.1 K and θ = −5.5 K for 1, and a weak ferromagnetic intermolecular interaction with J/kB = +0.5 K for 2. We also succeeded in preparing the metal complex [Mn(hfac)2(2)]2–[Cu(hfac)2], which was characterized by a strong antiferromagnetic interaction (J/kB = −140 K) between [Mn(hfac)2] and 2 along with a much weaker antiferromagnetic interaction (J/kB = −0.11 K) between the [Mn(hfac)2(2)] unit and [Cu(hfac)2].</jats:p>

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