119071-15-7Relevant academic research and scientific papers
Transition-metal-promoted activation of carbon-carbon bonds. A new synthetic route to substituted ruthenocene derivatives via ring expansion reactions of 3-vinyl-1-cyclopropenes
Hughes, Russell P.,Robinson, David J.
, p. 1015 - 1019 (1989)
A new route to substituted ruthenocenes is described. The reaction of [Ru(η5-C5H5)(η4-C 8H12)X] (C8H12 = 1,5-cyclpoctadiene; X = Cl, Br), [Ru(η5-C9H7)(η4-C 8H12)Cl] (C9H7 = indenyl), and [(Ru(η5-C5Me5)Cl}4] with substituted 3-vinyl-1-cyclopropenes (1) provides a high-yield route to a range of substituted ruthenocenes, [Ru(η5-C5H5)(η5-C 5R5)] {2, C5R5 = C5H2Ph3-1,2,3; 3, C5R5 = C5H3Ph2-1,2; 4, C5R5 = C5H2Ph2-1,2-Me-4; 5, C5R5 = C5HMePh3-1,2,3}, [Ru(η5-C5H2Ph3-1,2,3)] (6), and [Ru(η5-C5Me5)(η5-C 5H2Ph3-1,2,3)] (7). No intermediates in these reactions could be detected by 1H or 13C{1H} NMR spectroscopy. The cis-α,-β-disubstituted vinylcyclopropene 1,2,3-triphenyl-3-(cis-β-methylvmyl)-1-cyclopropene (1e) reacts more rapidly than its trans isomer 1d, but both yield the same ruthenocene derivative 5. Treatment of [Ru-(η5-C5H5)(η4-C 8H12)Cl] with K[C5H2Ph3-1,2,3] rapidly gives the expected 1,2,3-triphenylruthenocene derivative 2, while the reaction of [Ru(η5-C5H5)(η4-C 8H12)Cl] or [{Ru(η5-C5Me5)Cl}4] with 1,2,3-triphenylcyclopentadiene proceeds more slowly to yield complexes 5 and 7, respectively. [Ru(η5-C5H5)(η4-C 8H12)Cl] reacts similarly with cyclopentadiene to give [Ru(C5H5)2].
