880170-68-3Relevant academic research and scientific papers
PPh3-Substituted[2,5-Ph2-3,4-Tol2(η 5-C4COH)]Ru(CO)(PPh3)H exhibits slower stoichiometric reduction, faster catalytic hydrogenation, and higher chemoselectivity for hydrogenation of aldehydes over ketones than the dicarbonyl Shvo catalyst
Casey, Charles P.,Strotman, Neil A.,Beetner, Sharon E.,Johnson, Jeffrey B.,Priebe, David C.,Guzei, Ilia A.
, p. 1236 - 1244 (2008/10/09)
The PPh3-substituted hydroxycyclopentadienyl ruthenium hydride [2,5-Ph2-3,4-Tol2(η5-C4COH)]- Ru(CO)(PPh3)H (1) stoichiometrically reduces aldehydes and ketones in the presence of a pyridine trap to produce alcohols and the ruthenium pyridine complex 5, with a rate law that is dependent only on [aldehyde] and [1]. The observation of deuterium kinetic isotope effects on substitution of the acidic and hydridic protons of 1 are consistent with concerted transfer of hydrogen to aldehydes during reduction. 1 catalytically hydrogenates aldehydes under mild temperature and pressure conditions. While the Shvo catalyst 2 shows little activity under these conditions, it surpasses 1 at elevated temperatures and pressures. 1 shows high chemoselectivity for catalytic hydrogenation of aldehydes over ketones, while 2 is much less selective.
The PPh3-substituted hydroxycyclopentadienyl ruthenium hydride [2,5-Ph2-3,4-Tol2(η5-C4COH)] Ru(CO)(PPh3)H is a more efficient catalyst for hydrogenation of aldehydes
Casey, Charles P.,Strotman, Neil A.,Beetner, Sharon E.,Johnson, Jeffrey B.,Priebe, David C.,Vos, Thomas E.,Khodavandi, Babak,Guzei, Ilia A.
, p. 1230 - 1235 (2008/10/09)
The phosphine-substituted hydroxycyclopentadienyl ruthenium hydride [2,5-Ph2-3,4-Tol2(η5-C4COH)]- Ru(CO)(PPh3)H (8) displayed behavior significantly different from that of the dicarbonyl analogue, including the failure to form an unreactive diruthenium complex analogous to the Shvo catalyst 5. Complex 8 shows no apparent reduction of aldehydes in the absence of a trap but exchanges deuterium between the hydride of 8-RuDOD and the aldehydic hydrogen of p-tolualdehyde. This provides evidence that aldehyde reduction by 8 occurs but is reversible. 8 catalyzes the hydrogenation of benzaldehyde under mild temperature and pressure conditions. A rate law of -d[RCH=O]/dt = κ [RCH=O][8][H2] 0 was obtained.
