39850-40-3Relevant academic research and scientific papers
Broad-spectrum catalysts for the ambient temperature anti-Markovnikov hydration of alkynes
Li, Le,Zeng, Mingshuo,Herzon, Seth B.
supporting information, p. 7892 - 7895 (2014/08/05)
Anti-Markovnikov alkyne hydration provides a valuable route to aldehydes. Half-sandwich ruthenium complexes ligated by 5,5′-bis(trifluoromethyl)-2, 2′-bipyridine are remarkably active for this transformation. In the presence of 2 mol % metal, a wide range of functionalized aliphatic and aromatic alkynes are hydrated in high yield at ambient temperature. Alkyne hydration: Half-sandwich ruthenium complexes derived from 5,5′-bis(trifluoromethyl)- 2,2′-bipyridine show a high activity for the anti-Markovnikov hydration of terminal alkynes (see picture). A wide array of alkynes are efficiently hydrated to aldehydes using 2 mol % metal loadings at 25 °C within 8-24 h.
Hydration of terminal alkynes to aldehydes in aqueous micellar solutions by ruthenium(II) catalysis; first anti-Markovnikov addition of water to propargylic alcohols
Alvarez, Patricia,Bassetti, Mauro,Gimeno, José,Mancini, Giovanna
, p. 8467 - 8470 (2007/10/03)
The hydration of terminal alkynes and of propargylic alcohols to the corresponding aldehyde derivatives is conveniently carried out at 60°C in an aqueous micellar environment, in the presence of 5 mol% of the indenyl ruthenium(II) complex [Ru(η5-C9H7)Cl(PPh3) 2]. Higher yields and improved regioselectivity of aldehyde versus ketone as well as reaction conditions, in particular temperature and catalyst load, are found with respect to a solvent mixture 2-propanol-water, due to the aggregating conditions of the micellar solution. The reactions of the propargylic alcohols indicate the tolerance of the hydroxy functionality by the ruthenium complex.
