Metal Chelates Based on Isoxazoline[60]fullerenes

3-R-C60-Fullereno[6,6]isoxazolines (R = 2-pyridinyl, 2-MeOC6H4, 6-(2-MeOC6H4)C5H3N, 2,2′-bipyridin-6-yl) were prepd. by cycloaddn. of C60 with nitrile oxides RC≡N-O, generated in situ by dehydrohalogenation of hydroxyimidoyl chlorides RCX:NOH. This reaction provides access to an array of fullerene-fused heterocycles bearing covalently linked chelate moieties. The improved chelating property of the newly synthesized isoxazoline[60]fullerene adducts toward transition metals allows the syntheses of octahedral and square-planar organometallic compds. of rhenium, iridium, and platinum. This new approach has great potential as a general route to other novel derivs. contg. catalytically active transition metals. The redox properties of 3-(2-pyridinyl)fullereno[d]isoxazoline (2a) and its rhenium chlorotricarbonyl complexes were studied by cyclic voltammetry. [on SciFinder(R)]