617713-39-0Relevant articles and documents
Mechanism of ruthenium-catalyzed hydrogen transfer reactions. Concerted transfer of OH and CH hydrogens from an alcohol to a (cyclopentadienone) ruthenium complex
Johnson, Jeffrey B.,Baeckvall, Jan-E.
, p. 7681 - 7684 (2003)
Kinetic studies of the ruthenium-catalyzed dehydrogenation of 1-(4-fluorophenyl)ethanol (4) by tetrafluorobenzoquinone (7) using the Shvo catalyst 1 at 70 °C show that the dehydrogenation by catalytic intermediate 2 is rate-determining with the rate = k [4][1]1/2 and with ΔH? = 17.7 kcal mol-1 and ΔS? = -13.0 eu. The use of specifically deuterated derivative 4-CHOD and 4-CDOH gave individual isotope effects of kCHOH/kCHOD = 1.87 ± 0.17 and kCHOH/kCDOH = 2.57 ± 0.26, respectively. Dideuterated derivative 4-CDOD gave a combined isotope effect of k CHOH/kCDOD = 4.61 ± 0.37. These isotope effects are consistent with a concerted transfer of both hydrogens of the alcohol to ruthenium species 2.