Tuning-up and driving a redox-active rotor

Shoko Kume, Hiroshi Nishihara
2011 Chemical Communications  
Synthesis and Characterization Materials 2,9-Bis(9-anthracenyl)-1,10-phenanthroline (L Anth2 ) 1 and tetrakis(acetonitrile)copper(I) tetrafluoroborate 2 were prepared according to literature methods. 3-(Dimethylamino)-1-ferrocenylprop-2-en-1-one (1) Acetylferrocene(1.14g, 5mmol) was refluxed in 5 ml of dimethylformamide dimethyl acetal for 2 days. The solvent was evaporated, and the residue was purified by silica-gel column chromatography eluted with chloroform/methanol. The crude product
more » ... with diethylether gave dark red microcrystals. Yield: 0.48 g (34 %). 1 H-NMR (500MHz, CDCl 3 )  7.71(d, J = 13 Hz, 1H), 5.36(d, J = 13 Hz, 1H), 4.78(s, 2H), 4.38(s, 2H), 4.16(s, 5H), 3.0(br, 6H). 2-(2-pyridyl)-4-ferrocenylpyrimidine (H-Fcpmpy) Under a nitrogen atmosphere, sodium hydride (2.3mmol, 55% dispersion in oil) was carefully added to an anhydrous ethanol (5 mL). 1 (283 mg, 1mmol) and 2-pyridylamidinium chloride (236 mg, 1.5 mmol) was added and refluxed for 15h. Resulting light-brown suspension was filtered, and the solvent was evaporated. The residue was purified with alumina column chromatography eluted with chroloform to gave a brown solid Yield: 266 mg (78 %).
doi:10.1039/c0cc02193h pmid:20856986 fatcat:poywrvbnkfbprb2cshefy6vjmy