The reaction of Sc3N@C80 with 6,7-dimethoxyisochroman-3-one (13C labeled) provides the first functionalized derivative of the trimetallic nitride template (TNT) endohedral metallofullerene family. The reaction mixture is dominated by a single 13C labeled monoadduct product that was purified by HPLC. The 13C labeled monoadduct was characterized by 1H NMR, 13C NMR, and MALDI-TOF mass spectrometry. The proposed structure for this novel symmetric monoadduct is consistent with derivatization at the [5,6] ring juncture on the Sc3N@C80 cage.
organization of 1 into a liquid-crystalline phase is that it allows the unprecedented control of the molecular orientation of 1 in thin solid films. Induced orientation of the liquidcrystalline domains of 1 under a shearing force results in highly anisotropically ordered thin solid films that serve as dichroic polarizers of light at long wavelengths (greater than 600 nm). Future work will investigate the fluorescence, semiconducting, and photoconducting properties of 1.
The structure of Sc3N@C80-C10H12O2, a Diels-Alder cycloadduct of Sc3N@C80, has been determined. The crystallographic data shows that cycloaddition occurs at a C-C bond of 6:5 ring junction, and that the fullerene C1-C2 bond is elongated and pulled out from the fullerene. The Sc3N unit is well-ordered within the C80 cage and positioned away from the site of addition. The proximity of the Sc atoms to the cage carbon atoms causes those carbon atoms to protrude slightly from the surface of the fullerene cage.
The synthesis and characterization by X-ray crystallography of the complexes [Ir(cod)-(py)(L)]PF 6 (L ) IMes, 1,3-bis(2,4,6-trimethylphenyl)imidazol-2-ylidene (2); L ) IPr, 1,3bis(2,6-diisopropylphenyl)imidazol-2-ylidene (3); L ) ICy, 1,3-bis(cyclohexyl)imidazol-2ylidene ( 4)) are reported. Complexes 2-4 have been employed as catalysts for transfer hydrogenation reactions from 2-propanol to a number of unsaturated substrates and their activity compared with that of the related cationic iridium(I) species [Ir(cod)(py)(SIMes)]-PF 6 (1), [Ir(cod)(py)(PCy 3 )]PF 6 (5), and complexes formed in situ from [Ir(cod)(py) 2 ]PF 6 and diazabutadienes (RNdCHCHdNR, DAB-R; R ) cyclohexyl, DAB-Cy; R ) 2,4,6-trimethylphenyl, DAB-Mes; R ) adamantyl, DAB-Ad; R ) 2,4,6-trimethoxyphenyl, DAB-trimethoxyphenyl). All complexes tested were found to be active catalysts for transfer hydrogenation of ketones, with complex 4 displaying the highest activity. Complex 4 also exhibits moderate activity toward simple olefins and an aromatic nitro compound.
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